Oxadiazoles for use in controlling phytopathogenic fungi

ABSTRACT

The present invention relates to novel oxadiazoles of Formula I.wherein, R1, L1, A, L2 and R10 are as defined in the detailed description.

FIELD OF THE INVENTION

The present invention relates to novel oxadiazoles, N-oxides, metalcomplexes, isomers, polymorphs or the agriculturally acceptable saltsthereof and plurality of processes for preparing the same. Further, thepresent invention relates to a combination and a composition comprisingnovel oxadiazoles of the present invention. Still further, the presentinvention relates to a use of novel oxadiazoles of the present inventionfor controlling or preventing phytopathogenic fungi and to a method forcontrolling or preventing phytopathogenic harmful fungi.

BACKGROUND

Oxadiazoles have already been disclosed in the literature. For examplein JP56065881, JP63 162680, JPS6061573, JPS6296480, JPS6051188,JP2005336101, WO2005051932, EP3165093, EP3165094, EP3167716, EP3165093,JP2017190296, U.S. Pat. No. 4,488,897, WO2015185485, WO2017055469,WO2017055473, WO2017076739, WO20 17076740, WO2017081311, WO2017085098,WO20 17085 100, WO2017093019, WO2017093348, WO20 17 102006,WO2017103219, WO2017 103223, WO20 17109044, WO2017 110861, WO2017110862, WO20171 10863, WO2017 110864, WO20171 10865, WO20171 11152,WO20171 18689, WO2017148797, WO2017 157962, WO2017162868, WO2017169893,WO2017174158, WO2017 178549, WO2017 198852, WO2017207757, WO20 17211649,WO2017211650, WO2017211652, WO2017213252, WO2017220485, WO201772247,WO201776742, WO201776757, WO201776935, WO201781309, WO201781310,WO201781312, WO2018015447, WO2018015449, WO2018015458, WO20 18029242,WO20 18030460, WO20 18056340, WO20 18055 135, WO2018065414, WO2018080859, WO2018118781, WO20181 17034, WO20181 14393, WO2018 153730,WO2018158365, WO20 18162643, WO2018 184970, WO2018 184982, WO2018184984, WO2018184985, WO2018184986, WO2018184987, WO2018 184988,WO2018185013, WO2018185211, WO2018187553 and WO2018202491 variousoxadiazoles have be disclosed.

The oxadiazole compounds reported in the above literature havedisadvantages in certain aspects, such as that they exhibit a narrowspectrum of application or they do not have satisfactory fungicidalactivity, particularly at low application rates.

Therefore, it is an object of the present invention to providecompound/s having improved/enhanced activity and/or a broader activityspectrum against phytopathogenic fungi.

This objective is achieved by the using oxadiazoles of the presentinvention for controlling or preventing phytopathogenic fungi.

SUMMARY

The present invention relates to novel oxadiazoles of Formula I.

wherein, R¹, L¹, A, L² and R¹⁰ are as defined in the detaileddescription.

The compounds of formula I have now been found to be advantages over thecompounds reported in the literature in either of improved fungicidalactivity, broader spectrum biological activity, lower application rates,biological or environmental properties, or enhanced plant compatibility.

The present invention further relates to a combination comprising noveloxadizoles of the present invention and at least one furtherpesticidally active substance for effectively controlling or preventingphytopathogenic fungi which are difficult to control or prevent.

The present invention still further relates to a composition comprisingnovel oxadizoles or novel oxadiazoles in combination with furtherpesticidally active substance.

The present invention still further relates to a method and use of noveloxadizoles, combinations or compositions thereof for controlling and orpreventing plant diseases, particularly phytopathogenic fungi.

DETAILED DESCRIPTION OF THE INVENTION Definitions

The definitions provided herein for the terminologies used in thepresent disclosure are for illustrative purpose only and in no mannerlimit the scope of the present invention disclosed in the presentdisclosure.

As used herein, the terms “comprises”, “comprising”, “includes”,“including”, “has”, “having”, “contains”, “containing”, “characterizedby” or any other variation thereof, are intended to cover anon-exclusive inclusion, subject to any limitation explicitly indicated.For example, a composition, mixture, process or method that comprises alist of elements is not necessarily limited to only those elements butmay include other elements not expressly listed or inherent to suchcomposition, mixture, process or method.

The transitional phrase “consisting of” excludes any element, step oringredient not specified. If in the claim, such would close the claim tothe inclusion of materials other than those recited except forimpurities ordinarily associated therewith. When the phrase “consistingof” appears in a clause of the body of a claim, rather than immediatelyfollowing the preamble, it limits only the element set forth in thatclause; other elements are not excluded from the claim as a whole.

The transitional phrase “consisting essentially of” is used to define acomposition or method that includes materials, steps, features,components or elements, in addition to those literally disclosed,provided that these additional materials, steps, features, components orelements do not materially affect the basic and novel characteristic(s)of the claimed invention. The term “consisting essentially of” occupiesa middle ground between “comprising” and “consisting of”.

Further, unless expressly stated to the contrary, “or” refers to aninclusive “or” and not to an exclusive “or”. For example, a condition A“or” B is satisfied by any one of the following: A is true (or present)and B is false (or not present), A is false (or not present) and B istrue (or present), and both A and B are true (or present).

Also, the indefinite articles “a” and “an” preceding an element orcomponent of the present invention are intended to be nonrestrictiveregarding the number of instances (i.e. occurrences) of the element orcomponent. Therefore “a” or “an” should be read to include one or atleast one, and the singular word form of the element or component alsoincludes the plural unless the number is obviously meant to be singular.

As referred to in this disclosure, the term “invertebrate pest” includesarthropods, gastropods and nematodes of economic importance as pests.The term “arthropod” includes insects, mites, spiders, scorpions,centipedes, millipedes, pill bugs and symphylans. The term “gastropod”includes snails, slugs and other Stylommatophora. The term “nematode”refers to a living organism of the Phylum Nematoda. The term “helminths”includes roundworms, heartworms, phytophagous nematodes (Nematoda),flukes (Tematoda), acanthocephala and tapeworms (Cestoda).

In the context of this disclosure “invertebrate pest control” meansinhibition of invertebrate pest development (including mortality,feeding reduction, and/or mating disruption), and related expressionsare defined analogously.

The term “agronomic” refers to the production of field crops such as forfood and fiber and includes the growth of corn, soybeans and otherlegumes, rice, cereal (e.g., wheat, oats, barley, rye, rice, maize),leafy vegetables (e.g., lettuce, cabbage, and other cole crops),fruiting vegetables (e.g., tomatoes, pepper, eggplant, crucifers andcucurbits), potatoes, sweet potatoes, grapes, cotton, tree fruits (e.g.,pome, stone and citrus), small fruit (berries, cherries) and otherspecialty crops (e.g., canola, sunflower, olives).

The term “nonagronomic” refers to other than field crops, such ashorticultural crops (e.g., greenhouse, nursery or ornamental plants notgrown in a field), residential, agricultural, commercial and industrialstructures, turf (e.g., sod farm, pasture, golf course, lawn, sportsfield, etc.), wood products, stored product, agro-forestry andvegetation management, public health (i.e. human) and animal health(e.g., domesticated animals such as pets, livestock and poultry,undomesticated animals such as wildlife) applications.

Nonagronomic applications include protecting an animal from aninvertebrate parasitic pest by administering a parasiticidally effective(i.e. biologically effective) amount of a compound of the presentinvention, typically in the form of a composition formulated forveterinary use, to the animal to be protected. As referred to in thepresent disclosure and claims, the terms “parasiticidal” and“parasiticidally” refers to observable effects on an invertebrateparasite pest to provide protection of an animal from the pest.Parasiticidal effects typically relate to diminishing the occurrence oractivity of the target invertebrate parasitic pest. Such effects on thepest include necrosis, death, retarded growth, diminished mobility orlessened ability to remain on or in the host animal, reduced feeding andinhibition of reproduction. These effects on invertebrate parasite pestsprovide control (including prevention, reduction or elimination) ofparasitic infestation or infection of the animal.

The compounds of the present disclosure may be present either in pureform or as mixtures of different possible isomeric forms such asstereoisomers or constitutional isomers. The various stereoisomersinclude enantiomers, diastereomers, chiral isomers, atropisomers,conformers, rotamers, tautomers, optical isomers, polymorphs, andgeometric isomers. Any desired mixtures of these isomers fall within thescope of the claims of the present disclosure. One skilled in the artwill appreciate that one stereoisomer may be more active and/or mayexhibit beneficial effects when enriched relative to the other isomer(s)or when separated from the other isomer(s). Additionally, the personskilled in the art knows processes or methods or technology to separate,enrich, and/or to selectively prepare said isomers.

The meaning of various terms used in the description shall now beillustrated.

The term “alkyl”, used either alone or in compound words such as“alkylthio” or “haloalkyl” or —N(alkyl) or alkylcarbonylalkyl oralkylsuphonylamino includes straight-chain or branched Ci to C24 alkyl,preferably Ci to C₁₅ alkyl, more preferably Ci to C₁₀ alkyl, mostpreferably Ci to C₆ alkyl. Non limiting examples of alkyl includemethyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl,2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl,3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl,1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl,3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl,3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1.1.2-trimethylpropyl,1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropylor the different isomers. If the alkyl is at the end of a compositesubstituent, as, for example, in alkylcycloalkyl, the part of thecomposite substituent at the start, for example the cycloalkyl, may bemono- or polysubstituted identically or differently and independently byalkyl. The same also applies to composite substituents in which otherradicals, for example alkenyl, alkynyl, hydroxyl, halogen, carbonyl,carbonyloxy and the like, are at the end.

The term “alkenyl”, used either alone or in compound words includesstraight-chain or branched C₂ to C₂₄ alkenes, preferably C₂ to C₁₅alkenes, more preferably C₂ to C₁₀ alkenes, most preferably C₂ to C6alkenes. Non limiting examples of alkenes include ethenyl, 1-propenyl,2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl,1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl,2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl,1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl,1-methyl-2-butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl,1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl,1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl,1.2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl,1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl,1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl,4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl,3-methyl-2-pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl,2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl,1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl,4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl,1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl,1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,2,2-dimethyl-3-butenyl, 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl,2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl,1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl,2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl,1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl,1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl and thedifferent isomers. “Alkenyl” also includes polyenes such as1,2-propadienyl and 2,4-hexadienyl. This definition also applies toalkenyl as a part of a composite substituent, for example haloalkenyland the like, unless defined specifically elsewhere.

Non limiting examples of alkynes include ethynyl, 1-propynyl,2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl,1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl,1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl,4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl,1-methyl-4-pentynyl, 2-methyl-3-pentynyl, 2-methyl-4-pentynyl,3-methyl-1-pentynyl, 3-methyl-4-pentynyl, 4-methyl-1-pentynyl,4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl,1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl,i-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl and1-ethyl-1-methyl-2-propynyl and the different isomers. This definitionalso applies to alkynyl as a part of a composite substituent, forexample haloalkynyl etc., unless specifically defined elsewhere. Theterm “Alkynyl” can also include moieties comprised of multiple triplebonds such as 2,5-hexadiynyl.

The term “cycloalkyl” means alkyl closed to form a ring. Non limitingexamples include cyclopropyl, cyclopentyl and cyclohexyl. Thisdefinition also applies to cycloalkyl as a part of a compositesubstituent, for example cycloalkylalkyl etc., unless specificallydefined elsewhere.

The term “cycloalkenyl” means alkenyl closed to form a ring includingmonocyclic, partially unsaturated hydrocarbyl groups. Non limitingexamples include cyclopropenyl, cyclopentenyl and cyclohexenyl. Thisdefinition also applies to cycloalkenyl as a part of a compositesubstituent, for example cycloalkenylalkyl etc., unless specificallydefined elsewhere.

The term “cycloalkynyl” means alkynyl closed to form a ring includingmonocyclic, partially unsaturated groups. Non limiting examples includecyclopropynyl, cyclopentynyl and cyclohexynyl. This definition alsoapplies to cycloalkynyl as a part of a composite substituent, forexample cycloalkynylalkyl etc., unless specifically defined elsewhere.

The terms “cycloalkoxy”, “cycloalkenyloxy” and the like are definedanalogously. Non limiting examples of cycloalkoxy includecyclopropyloxy, cyclopentyloxy and cyclohexyloxy. This definition alsoapplies to cycloalkoxy as a part of a composite substituent, for examplecycloalkoxy alkyl etc., unless specifically defined elsewhere.

The term “halogen”, either alone or in compound words such as“haloalkyl”, includes fluorine, chlorine, bromine or iodine. Further,when used in compound words such as “haloalkyl”, said alkyl may bepartially or fully substituted with halogen atoms which may be the sameor different. Non-limiting Examples of “haloalkyl” include chloromethyl,bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl,difluoromethyl, trifluoromethyl, chlorofluoromethyl,dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl,1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl,1,1-dichloro-2,2,2-trifluoroethyl, and 1,1,1-trifluoroprop-2-yl. Thisdefinition also applies to haloalkyl as a part of a compositesubstituent, for example haloalkylaminoalkyl etc., unless specificallydefined elsewhere.

The terms “haloalkenyl”, “haloalkynyl” are defined analogously exceptthat, instead of alkyl groups, alkenyl and alkynyl groups are present asa part of the substituent.

The term “haloalkoxy” means straight-chain or branched alkoxy groupswhere some or all of the hydrogen atoms in these groups may be replacedby halogen atoms as specified above. Non-limiting examples of haloalkoxyinclude chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy,fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy,dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy,1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy,2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,2,2,2-trichloroethoxy, pentafluoroethoxy and 1,1,1-trifluoroprop-2-oxy.This definition also applies to haloalkoxy as a part of a compositesubstituent, for example haloalkoxyalkyl etc., unless specificallydefined elsewhere.

The term “haloalkylthio” means straight-chain or branched alkylthiogroups where some or all of the hydrogen atoms in these groups may bereplaced by halogen atoms as specified above. Non-limiting examples ofhaloalkylthio include chloromethylthio, bromomethylthio,dichloromethylthio, trichloromethylthio, fluoromethylthio,difluoromethylthio, trifluoromethylthio, chlorofluoromethylthio,dichlorofluoromethylthio, chlorodifluoromethylthio, 1-chloroethylthio,1-bromoethylthio, 1-fluoroethylthio, 2-fluoroethylthio,2,2-difluoroethylthio, 2,2,2-trifluoroethylthio,2-chloro-2-fluoroethylthio, 2-chloro-2,2-difluoroethylthio,2,2-dichloro-2-fluoroethylthio, 2,2,2-trichloroethylthio,pentafluoroethylthio and 1,1,1-trifluoroprop-2-ylthio. This definitionalso applies to haloalkylthio as a part of a composite substituent, forexample haloalkylthioalkyl etc., unless specifically defined elsewhere.

Non limiting examples of “haloalkylsulfinyl” include CF₃S(O), CCl₃S(O),CF₃CH₂S(O) and CF₃CF₂S(O). Examples of “haloalkylsulfonyl” includeCF₃S(O)₂, CCl₃S(O)₂, CF₃CH₂S(O)₂ and CF₃CF₂S(O)₂.

The term “hydroxy” means —OH, Amino means —NRR, wherein R can be H orany possible substituent such as alkyl. Carbonyl means —C(O)—,carbonyloxy means —OC(O)—, sulfinyl means SO, sulfonyl means S(O)₂.

The term “alkoxy” used either alone or in compound words included Ci toC₂₄ alkoxy, preferably Ci to C₁₅ alkoxy, more preferably Ci to Cioalkoxy, most preferably Ci to C₆ alkoxy. Examples of alkoxy includemethoxy, ethoxy, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy,2-methylpropoxy, 1,1-dimethylethoxy, pentoxy, 1-methylbutoxy,2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy,hexoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, 1-methylpentoxy,2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy,1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy,2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy,1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxyand 1-ethyl-2-methylpropoxy and the different isomers. This definitionalso applies to alkoxy as a part of a composite substituent, for examplehaloalkoxy, alkynylalkoxy, etc., unless specifically defined elsewhere.

The term “alkoxyalkyl” denotes alkoxy substitution on alkyl. Examples of“alkoxyalkyl” include CH3OCH2, CH3OCH2CH2, CH3CH2OCH2, CH3CH2CH2CH2OCH2and CH3CH2OCH2CH2.

The term “alkoxyalkoxy” denotes alkoxy substitution on alkoxy.

The term “alkylthio” includes branched or straight-chain alkylthiomoieties such as methylthio, ethylthio, propylthio, 1-methylethylthio,butylthio, 1-methylpropylthio, 2-methylpropylthio,1,1-dimethylethylthio, pentylthio, 1-methylbutylthio, 2-methylbutylthio,3-methylbutylthio, 2,2-dimethylpropylthio, 1-ethylpropylthio, hexylthio,1,1-dimethylpropylthio, 1,2-dimethylpropylthio, 1-methylpentylthio,2-methylpentylthio, 3-methylpentylthio, 4-methylpentylthio,1,1-dimethylbutylthio, 1,2-dimethylbutylthio, 1,3-dimethylbutylthio,2,2-dimethylbutylthio, 2,3-dimethylbutylthio, 3,3-dimethylbutylthio,1-ethylbutylthio, 2-ethylbutylthio, 1,1,2-trimethylpropylthio,1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio and1-ethyl-2-methylpropylthio and the different isomers.

The terms Halocycloalkyl, halocycloalkenyl, alkylcycloalkyl,cycloalkylalkyl, cycloalkoxyalkyl, alkylsulfinylalkyl,alkylsulfonylalkyl, haloalkylcarbonyl, cycloalkylcarbonyl,haloalkoxylalkyl, and the like, are defined analogously to the aboveexamples.

The term “alkylthioalkyl” denotes alkylthio substitution on alkyl. Nonlimiting examples of “alkylthioalkyl” include —CH₂SCH₂, —CH₂SCH₂CH₂,CH₂CH₂SCH₂, CH₃CH2CH2CH2SCH2 and CH3CH2SCH2CH2. “Alkylthioalkoxy”denotes alkylthio substitution on alkoxy. The term“cycloalkylalkylamino” denotes cycloalkyl substitution on alkyl amino.

The terms alkoxyalkoxyalkyl, alkylaminoalkyl, dialkylaminoalkyl,cycloalkylaminoalkyl, cycloalkylaminocarbonyl and the like, are definedanalogously to “alkylthioalkyl” or cycloalkylalkylamino.

The term “alkoxycarbonyl” is an alkoxy group bonded to a skeleton via acarbonyl group (—CO—). This definition also applies to alkoxycarbonyl asa part of a composite substituent, for example cycloalkylalkoxycarbonyland the like, unless specifically defined elsewhere.

The term “alkoxycarbonylalkylamino” denotes alkoxy carbonyl substitutionon alkyl amino. “Alkylcarbonylalkylamino” denotes alkyl carbonylsubstitution on alkyl amino. The terms alkylthioalkoxycarbonyl,cycloalkylalkylaminoalkyl and the like are defined analogously.

Non limiting examples of “alkylsulfinyl” include methylsulphinyl,ethylsulphinyl, propylsulphinyl, methylethylsulphinyl, butylsulphinyl,1-methylpropylsulphinyl, 2-methylpropylsulphinyl,1,1-dimethylethylsulphinyl, pentylsulphinyl, 1-methylbutylsulphinyl,2-methylbutylsulphinyl, 3-methylbutylsulphinyl,2,2-dimethylpropylsulphinyl, 1-ethylpropylsulphinyl, hexylsulphinyl,1,1-dimethylpropylsulphinyl, 1,2-dimethylpropylsulphinyl,1-methylpentylsulphinyl, 2-methylpentylsulphinyl,3-methylpentylsulphinyl, 4-methylpentylsulphinyl,1,1-dimethylbutylsulphinyl, 1,2-dimethylbutylsulphinyl,1,3-dimethylbutylsulphinyl, 2,2-dimethylbutylsulphinyl,2,3-dimethylbutylsulphinyl, 3,3-dimethylbutylsulphinyl,1-ethylbutylsulphinyl, 2-ethylbutylsulphinyl,1,1,2-trimethylpropylsulphinyl, 1,2,2-trimethylpropylsulphinyl,1-ethyl-1-methylpropylsulphinyl and 1-ethyl-2-methylpropylsulphinyl andthe different isomers. The term “arylsulfinyl” includes Ar—S(O), whereinAr can be any carbocycle or heterocycle. This definition also applies toalkylsulphinyl as a part of a composite substituent, for examplehaloalkylsulphinyl etc., unless specifically defined elsewhere.

Non limiting examples of “alkylsulfonyl” include methylsulphonyl,ethylsulphonyl, propylsulphonyl, 1-methyl ethylsulphonyl,butylsulphonyl, 1-methylpropylsulphonyl, 2-methylpropylsulphonyl,1,1-dimethylethylsulphonyl, pentylsulphonyl, 1-methylbutylsulphonyl,2-methylbutylsulphonyl, 3-methylbutylsulphonyl,2,2-dimethylpropylsulphonyl, 1-ethylpropylsulphonyl, hexylsulphonyl,1,1-dimethylpropylsulphonyl, 1,2-dimethylpropylsulphonyl,1-methylpentylsulphonyl, 2-methylpentylsulphonyl,3-methylpentylsulphonyl, 4-methylpentylsulphonyl,1,1-dimethylbutylsulphonyl, 1,2-dimethylbutylsulphonyl,1,3-dimethylbutylsulphonyl, 2,2-dimethylbutylsulphonyl,2,3-dimethylbutylsulphonyl, 3,3-dimethylbutylsulphonyl,1-ethylbutylsulphonyl, 2-ethylbutylsulphonyl,1,1,2-trimethylpropylsulphonyl, 1,2,2-trimethylpropylsulphonyl,1-ethyl-1-methylpropylsulphonyl and 1-ethyl-2-methylpropylsulphonyl andthe different isomers. The term “arylsulfonyl” includes Ar—S(O)₂,wherein Ar can be any carbocycle or heterocycle. This definition alsoapplies to alkylsulphonyl as a part of a composite substituent, forexample alkylsulphonylalkyl etc., unless defined elsewhere.

The term “alkylamino”, “dialkylamino”, and the like, are definedanalogously to the above examples.

The term “carbocycle” includes “aromatic carbocyclic ring system” and“nonaromatic carbocylic ring system” or polycyclic or bicyclic (spiro,fused, bridged, nonfused) ring compounds in which ring may be aromaticor non-aromatic (where aromatic indicates that the Huckel rule issatisfied and non-aromatic indicates that the Huckel rule is notsatisfied).

The term “hetero” in connection with rings refers to a ring in which atleast one ring atom is not carbon and which can contain 1 to 4heteroatoms independently selected from the group consisting ofnitrogen, oxygen and sulfur, provided that each ring contains no morethan 4 nitrogens, no more than 2 oxygens and no more than 2 sulfurs.

The term “heteroaryl” or “aromatic heterocyclic” means 5 or 6-membered,fully unsaturated monocyclic ring system containing one to fourheteroatoms from the group of oxygen, nitrogen and sulphur; if the ringcontains more than one oxygen atom, they are not directly adjacent;5-membered heteroaryl containing one to four nitrogen atoms or one tothree nitrogen atoms and one sulphur or oxygen atom: 5-memberedheteroaryl groups which, in addition to carbon atoms, may contain one tofour nitrogen atoms or one to three nitrogen atoms and one sulphur oroxygen atom as ring members, for example (but not limited thereto)furyl, thienyl, pyrrolyl, isoxazolyl, isothiazolyl, pyrazolyl, oxazolyl,thiazolyl, imidazolyl, 1,2,4-oxadiazolyl, 1,2,4-thiadiazolyl,1,2,4-triazolyl, 1,3,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,3,4-triazolyl,tetrazolyl; nitrogen-bonded 5-membered heteroaryl containing one to fournitrogen atoms, or benzofused nitrogen-bonded 5-membered heteroarylcontaining one to three nitrogen atoms: 5-membered heteroaryl groupswhich, in addition to carbon atoms, may contain one to four nitrogenatoms or one to three nitrogen atoms as ring members and in which twoadjacent carbon ring members or one nitrogen and one adjacent carbonring member may be bridged by a buta-1,3-diene-1,4-diyl group in whichone or two carbon atoms may b e replaced b y nitrogen atoms, where theserings are attached to the skeleton via one of the nitrogen ring members,for example (but not limited to) 1-pyrrolyl, 1-pyrazolyl,1,2,4-triazol-1-yl, 1-imidazolyl, 1,2,3-triazol-1-yl and1,3,4-triazol-1-yl.

6-membered heteroaryl which contains one to four nitrogen atoms:6-membered heteroaryl groups which, in addition to carbon atoms, maycontain, respectively, one to three and one to four nitrogen atoms asring members, for example (but not limited thereto) 2-pyridinyl,3-pyridinyl, 4-pyridinyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl,4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl,1,2,4-triazin-3-yl and 1,2,4,5-tetrazin-3-yl; benzofused 5-memberedheteroaryl containing one to three nitrogen atoms or one nitrogen atomand one oxygen or sulphur atom: for example (but not limited to)indol-1-yl, indol-2-yl, indol-3-yl, indol-4-yl, indol-5-yl, indol-6-yl,indol-7-yl, benzimidazol-1-yl, benzimidazol-2-yl, benzimidazol-4-yl,benzimidazol-5-yl, indazol-1-yl, indazol-3-yl, indazol-4-yl,indazol-5-yl, indazol-6-yl, indazol-7-yl, indazol-2-yl,1-benzofuran-2-yl, 1-benzofuran-3-yl, 1-benzofuran-4-yl,1-benzofuran-5-yl, 1-benzofuran-6-yl, 1-benzofuran-7-yl,1-benzothiophen-2-yl, 1-benzothiophen-3-yl, 1-benzothiophen-4-yl,1-benzothiophen-5-yl, 1-benzo thiophen-6-yl, 1-benzothiophen-7-yl,1,3-benzothiazol-2-yl, 1,3-benzothiazol-4-yl, 1,3-benzothiazol-5-yl,1,3-benzothiazol-6-yl, 1,3-benzothiazol-7-yl, 1,3-benzoxazol-2-yl,1,3-benzoxazol-4-yl, 1,3-benzoxazol-5-yl, 1,3-benzoxazol-6-yl and1,3-benzoxazol-7-yl; benzofused 6-membered heteroaryl which contains oneto three nitrogen atoms: for example (but not limited to) quinolin-2-yl,quinolin-3-yl, quinolin-4-yl, quinolin-5-yl, quinolin-6-yl,quinolin-7-yl, quinolin-8-yl, isoquinolin-1-yl, isoquinolin-3-yl,isoquinolin-4-yl, isoquinolin-5-yl, isoquinolin-6-yl, isoquinolin-7-yland isoquinolin-8-yl.

This definition also applies to heteroaryl as a part of a compositesubstituent, for example heteroarylalkyl etc., unless specificallydefined elsewhere.

The term “aromatic” indicates that the Huckel rule is satisfied and theterm “non-aromatic” indicates that the Huckel rule is not satisfied.

The term “heterocycle” or “heterocyclic” includes “aromatic heterocycle”or “heteroaryl ring system” and “nonaromatic heterocycle ring system” orpolycyclic or bicyclic (spiro, fused, bridged, non-fused) ring compoundsin which ring may be aromatic or non-aromatic, wherein the heterocyclering contains at least one heteroatom selected from N, O, S(O)₀₋₂, andor C ring member of the heterocycle may be replaced by C(=0), C(═S),C(═CR*R*) and C═NR*, * indicates integers.

The term “non-aromatic heterocycle” or “non-aromatic heterocyclic” meansthree- to fifteen-membered, preferably three- to twelve-membered,saturated or partially unsaturated heterocycle containing one to fourheteroatoms from the group of oxygen, nitrogen and sulphur: mono, bi- ortricyclic heterocycles which contain, in addition to carbon ringmembers, one to three nitrogen atoms and/or one oxygen or sulphur atomor one or two oxygen and/or sulphur atoms; if the ring contains morethan one oxygen atom, they are not directly adjacent; for example (hutnot limited to) oxetanyl, oxiranyl, aziridinyl, 2-tetrahydrofuranyl,3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl,1-pyrrolidinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl,4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl,4-isothiazolidinyl, 5-isothiazolidinyl, 1-pyrazolidinyl,3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl,4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl,5-thiazolidinyl, 1-imidazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl,1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl,1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl,1,2,4-triazolidin-1-yl, 1,2,4-triazolidin-3-yl,1,3,4-oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl,1,3,4-triazolidin-1-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl,2,3-dihydrofur-3-yl, 2,4-dihydrofur-2-yl, 2.4-dihydrofur-3-yl,2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl,2,4-dihydrothien-3-yl, pyrrolinyl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl,3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl,4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl,4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl,4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl,4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl,4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl,4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl,2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl,2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl,3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl,3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl,4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl,4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl,2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl,3.4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl,3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl,piperidinyl, 2-piperidinyl, 3-piperidinyl, 4-piperidinyl, pyrazinyl,morpholinyl, thiomorphlinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl,4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydropyridazinyl,4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl,5-hexahydropyrimidinyl, 2-piperazinyl, 1,3,5-hexahydrotriazin-2-yl,1,2,4-hexahydrotriazin-3-yl, cycloserines,2,3,4,5-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or -5- or -6- or-7-yl, 3,4,5,6-tetra-hydro[2H]azepin-2- or -3- or -4- or -5- or -6- or-7-yl, 2,3,4,7-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or -5- or-6- or -7-yl, 2,3,6,7-tetrahydro[1H]azepin-1- or -2- or -3- or -4- or-5- or -6- or -7-yl, hexahydroazepin-1- or -2- or -3- or -4-yl, tetra-and hexahydrooxepinyl such as 2,3,4,5-tetrahydro[1H]oxepin-2- or -3- or-4- or -5- or -6- or -7-yl, 2,3,4,7-tetrahydro[1H]oxepin-2- or -3- or-4- or -5- or -6- or -7-yl, 2,3,6,7-tetrahydro[1H]oxepin-2- or -3- or-4- or -5- or -6- or -7-yl, hexahydroazepin-1- or -2- or -3- or -4-yl,tetra- and hexahydro-1,3-diazepinyl, tetra- andhexahydro-1,4-diazepinyl, tetra- and hexahydro-1,3-oxazepinyl, tetra-and hexahydro-1,4-oxazepinyl, tetra- and hexahydro-1,3-dioxepinyl,tetra- and hexahydro-1,4-dioxepinyl. This definition also applies toheterocyclyl as a part of a composite substituent, for exampleheterocyclylalkyl etc., unless specifically defined elsewhere.

The term “trialkylsilyl” includes 3 branched and/or straight-chain alkylradicals attached to and linked through a silicon atom such astrimethylsilyl, triethylsilyl and t-butyl-dimethylsilyl. The term“halotrialkylsilyl” denotes at least one of the three alkyl radicals ispartially or fully substituted with halogen atoms which may be the sameor different. The term “alkoxytrialkylsilyl” denotes at least one of thethree alkyl radicals is substituted with one or more alkoxy radicalswhich may be the same or different. The term “trialkylsilyloxy” denotesa trialkylsilyl moiety attached through oxygen.

Non limiting examples of “alkylcarbonyl” include C(O)CH C(O)CH₂CH₂CH₃and C(O)CH(CH₃)₂. Examples of “alkoxycarbonyl” include CH₃OC(=0),CH₃CH₂OC(=0), CH₃CH₂CH₂OC(=0), (CH₃)₂CHOC(=0) and the different butoxy-or pentoxycarbonyl isomers. Examples of “alkylaminocarbonyl” includeCH₃NHC(=0), CH₃CH₂NHC(=0), CH₃CH₂CH₂NHC(=0), (CH₃)₂CHNHC(=0) and thedifferent butylamino- or pentylaminocarbonyl isomers. Non limitingexamples of “dialkylaminocarbonyl” include (CH3)₂NC(=0),(CH3CH2)₂NC(=0), CH₃CH₂(CH₃)NC(=0), CH₃CH₂CH₂(CH₃)NC(=0) and(CH₃)₂CHN(CH₃)C(=0). Examples of “alkoxyalkylcarbonyl” includeCH₃OCH₂C(=0), CH₃OCH₂CH₂C(=0), CH₃CH₂OCH₂C(=0), CH3CH₂CH₂CH₂OCH₂C(=0)and CH3CH₂OCH₂CH₂C(=0). Non limiting examples of “alkyl thioalkylcarbonyl” include CH₃SCH₂C(=0), CH₃SCH₂CH₂C(=0), CH₃CH₂SCH₂C(=0),CH₃CH₂CH₂CH₂SCH₂C(=0) and CH₃CH₂SCH₂CH₂C(=0). The termhaloalkylsufonylaminocarbonyl, alkylsulfonylaminocarbonyl,alkylthioalkoxycarbonyl, alkoxycarbonylalkyl amino and the like aredefined analogously

Non limiting examples of “alkylaminoalkylcarbonyl” includeCH₃NHCH₂C(=0), CH₃NHCH₂CH₂C(=0), CH₃CH₂NHCH₂C(=0),CH₃CH₂CH₂CH₂NHCH₂C(=0) and CH₃CH₂NHCH₂CH₂C(=0).

The term “amide” means A-R′C═ONR″—B, wherein R′ and R″ indicatessubstituents and A and B indicate any group.

The term “thioamide” means A-R′C═SNR″—B, wherein R′ and R″ indicatessubstituents and A and B indicate any group.

The total number of carbon atoms in a substituent group is indicated bythe “Ci-C_(j)” prefix where i and j are numbers from 1 to 21. Forexample, Ci-C alkylsulfonyl designates methylsulfonyl throughpropylsulfonyl; C₂ alkoxyalkyl designates CH₃OCH₂; C₃ alkoxyalkyldesignates, for example, CH₃CH(OCH₃), CH₃OCH₂CH₂ or CH₃CH₂OCH₂; and C₄alkoxyalkyl designates the various isomers of an alkyl group substitutedwith an alkoxy group containing a total of four carbon atoms, examplesincluding CH₃CH₂CH₂OCH₂ and CH₃CH₂OCH₂CH₂. In the above recitations,when a compound of Formula I is comprised of one or more heterocyclicrings, all substituents are attached to these rings through anyavailable carbon or nitrogen by replacement of a hydrogen on said carbonor nitrogen.

When a compound is substituted with a substituent bearing a subscriptthat indicates the number of said substituents can exceed 1, saidsubstituents (when they exceed 1) are independently selected from thegroup of defined substituents. Further, when the subscript m in (R)_(m)indicates an integer ranging from for example 0 to 4 then the number ofsubstituents may be selected from the integers between 0 and 4inclusive.

When a group contains a substituent which can be hydrogen, then, whenthis substituent is taken as hydrogen, it is recognized that said groupis being un-substituted.

The embodiments herein and the various features and advantageous detailsthereof are explained with reference to the non-limiting embodiments inthe description. Descriptions of well-known components and processingtechniques are omitted so as to not unnecessarily obscure theembodiments herein. The examples used herein are intended merely tofacilitate an understanding of ways in which the embodiments herein maybe practiced and to further enable those of skilled in the art topractice the embodiments herein. Accordingly, the examples should not beconstrued as limiting the scope of the embodiments herein.

The description of the specific embodiments will so fully reveal thegeneral nature of the embodiments herein that others can, by applyingcurrent knowledge, readily modify and/or adapt for various applicationssuch specific embodiments without departing from the generic concept,and, therefore, such adaptations and modifications should and areintended to be comprehended within the meaning and range of equivalentsof the disclosed embodiments. It is to be understood that thephraseology or terminology employed herein is for the purpose ofdescription and not of limitation. Therefore, while the embodimentsherein have been described in terms of preferred embodiments, thoseskilled in the art will recognize that the embodiments herein can bepracticed with modification within the spirit and scope of theembodiments as described herein.

Any discussion of documents, acts, materials, devices, articles and thelike that has been included in this specification is solely for thepurpose of providing a context for the disclosure. It is not to be takenas an admission that any or all of these matters form a part of theprior art base or were common general knowledge in the field relevant tothe disclosure as it existed anywhere before the priority date of thisapplication.

The numerical values mentioned in the description and thedescription/claims though might form a critical part of the presentinvention of the present invention, any deviation from such numericalvalues shall still fall within the scope of the present invention ifthat deviation follows the same scientific principle as that of thepresent invention disclosed in the present invention. The inventivecompounds of the present invention may, if appropriate, be present asmixtures of different possible isomeric forms, especially ofstereoisomers, for example E and Z, threo and erythro, and also opticalisomers, but if appropriate also of tautomers. Both the E and the Zisomers, and also the threo and erythro isomers, and the opticalisomers, any desired mixtures of these isomers and the possibletautomeric forms are disclosed and claimed.

The term “pest” for the purpose of the present disclosure includes butis not limited to fungi, stramenopiles (oomycetes), bacteria, nematodes,mites, ticks, insects and rodents.

The term “plant” is understood here to mean all plants and plantpopulations, such as desired and undesired wild plants or crop plants(including naturally occurring crop plants). Crop plants may be plantswhich can be obtained by conventional breeding and optimization methodsor by biotechnological and genetic engineering methods or combinationsof these methods, including the transgenic plants and including theplant cultivars which are protectable and non-protectable by plantbreeders' rights.

For the purpose of the present disclosure the term “plant” includes aliving organism of the kind exemplified by trees, shrubs, herbs,grasses, ferns, and mosses, typically growing in a site, absorbing waterand required substances through its roots, and synthesizing nutrients inits leaves by photosynthesis.

Examples of “plant” for the purpose of the present invention include butare not limited to agricultural crops such as wheat, rye, barley,triticale, oats or rice; beet, e.g. sugar beet or fodder beet; fruitsand fruit trees, such as pomes, stone fruits or soft fruits, e.g.apples, pears, plums, peaches, almonds, cherries, strawberries,raspberries, blackberries or gooseberries; leguminous plants, such aslentils, peas, alfalfa or soybeans; oil plants, such as rape, mustard,olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms,ground nuts or soybeans; cucurbits, such as squashes, cucumber ormelons; fiber plants, such as cotton, flax, hemp or jute; citrus fruitand citrus trees, such as oranges, lemons, grapefruits or mandarins; anyhorticultural plants, vegetables, such as spinach, lettuce, asparagus,cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika;larvaceous plants, such as avocados, cinnamon or camphor; cucurbitaceae;oleaginous plants; energy and raw material plants, such as cereals,corn, soybean, other leguminous plants, rape, sugar cane or oil palm;tobacco; nuts; coffee; tea; cacao; bananas; peppers; vines (table grapesand grape juice grape vines); hop; turf; sweet leaf (also calledStevia); natural rubber plants or ornamental and forestry plants, suchas flowers, shrubs, broad-leaved trees or evergreens, e.g. conifers; andon the plant propagation material, such as seeds, and the crop materialof these plants.

Preferably, the plant for the purpose of the present invention includebut is not limited to cereals, corn, rice, soybean and other leguminousplants, fruits and fruit trees, grapes, nuts and nut trees, citrus andcitrus trees, any horticultural plants, cucurbitaceae, oleaginousplants, tobacco, coffee, tea, cacao, sugar beet, sugar cane, cotton,potato, tomato, onions, peppers and vegetables, ornamentals, anyfloricultural plants and other plants for use of human and animals.

The term “plant parts” is understood to mean all parts and organs ofplants above and below the ground. For the purpose of the presentdisclosure the term plant parts includes but is not limited to cuttings,leaves, twigs, tubers, flowers, seeds, branches, roots includingtaproots, lateral roots, root hairs, root apex, root cap, rhizomes,slips, shoots, fruits, fruit bodies, bark, stem, buds, auxiliary buds,meristems, nodes and internodes.

The term “locus thereof” includes soil, surroundings of plant or plantparts and equipment or tools used before, during or aftersowing/planting a plant or a plant part.

Application of the compounds of the present disclosure or the compoundof the present disclosure in a composition optionally comprising othercompatible compounds to a plant or a plant material or locus thereofinclude application by a technique known to a person skilled in the artwhich include but is not limited to spraying, coating, dipping,fumigating, impregnating, injecting and dusting.

The term “applied” means adhered to a plant or plant part eitherphysically or chemically including impregnation.

Accordingly, novel oxadizole compounds of the present invention arerepresent by Formula I, N-oxides, metal complexes, isomers, polymorphsor the agriculturally acceptable salts thereof;

wherein:

R¹ is Ci-C2-haloalkyl;

L¹ is a direct bond, —CR¾³—, —C(=0)-, —O—, —S(=0)O—, —NR⁴—,—CR²R³C(=0)-, —S(═O)₀₋₂(—NR⁴)—, —SR⁵(=0)₀₋₁(═N)—, —S(=0)₀₋₁(═NR⁴)—, —SR⁵(=0)₀₋₁(═N)—CR²R³—, wherein, an expression “-” at the start and the endof the group indicates the point of attachment to either oxadiazole ringor A;

A is an aromatic or non-aromatic carbocyclic ring, wherein the ringmembers of the non-aromatic carbocyclic ring are selected from C, C(═0),C(═S), C(═CR^(2a)R^(3a)) and C═NR⁶; or

A is an aromatic or non-aromatic heterocyclic ring; wherein theheteroatom of the aromatic heterocyclic ring is selected from N, O andS; wherein heteroatom of the non-aromatic heterocyclic ring is selectedfrom N, O, S(=0)₀₋₂, and S(═O)₀₋₁(═NR⁶) and one or more C atoms of thenon-aromatic heterocyclic ring may be optionally replaced by C(=0),C(═S), C(═CR^(2a)R^(3a)) and C═NR⁶; and

wherein, A is unsubstituted or is substituted with one or more identicalor different R^(A) groups,

-   -   wherein, R^(A) is selected from the group consisting of        hydrogen, halogen, cyano, nitro, amino, hydroxy, SF₅,        Ci-Ce-alkyl, C2-Ce-alkenyl, C2-Ce-alkynyl, C3-Cs-cycloalkyl,        C3-C8-cycloalkylalkyl, Ci-C₆-haloalkyl,        Ci-C6-alkoxy-Ci-C4-alkyl, Ci-C₆-hydroxyalkyl, C2-C6-haloalkenyl,        C2-C6-haloalkynyl, Cs-Cs-halocycloalkyl, Ci-C₆-alkoxy,        Ci-C₆-haloalkoxy, Ci-Ce-haloalkoxycarbonyl, Ci-C₆-alkylthio,        Ci-C₆-haloalkylthio, Ci-C₆-haloalkylsulfinyl,        Ci-Ce-haloalkylsulfonyl, Ci-Ce-alkylvinyl, Ci-C₆-alkylsulfonyl,        Ci-C₆-alkylamino, Ci-Ce-dialkylamino, C₃-Cs-cycloalkylamino,        Ci-Ce-alkyl-C₃-(V-cycloalkylamino, Ci-Ce-alkylcarbonyl,        Ci-C₆-alkoxycarbonyl, Ci-C₆-alkylaminocarbonyl,        Ci-C₆-dialkylaminocarbonyl, Ci-C₆-alkoxycarbonyloxy,        Ci-C₆-alkylaminocarbonyloxy, or Ci-C₆-dialkylaminocarbonyloxy,        5- to 11-membered spirocyclic ring, and 3- to 6-membered        carbocyclic or heterocyclic ring,        -   wherein, R^(A) may be optionally substituted with one or            more identical or different R^(a) selected from halogen,            cyano, nitro, Ci-Ce-alkyl, Ci-C₆-haloalkyl, Ci-C₆-alkoxy,            Ci-C₆-haloalkoxy, Ci-C₆-alkylthio, Ci-C₆-haloalkylthio,            Cs-Cs-cycloalkyl, Ci-C₆-alkoxy-Ci-C4-alkyl,            C₃-C₈-halocycloalkyl, Ci-C₆-alkylamino, di-Ci-C₆-alkylamino            or C₃-C₈-cycloalkylamino;        -   wherein, 5- to 11-membered spirocyclic ring, 3- to            6-membered carbocyclic or heterocyclic ring may be            optionally substituted with one or more identical or            different substituents selected from halogen, cyano, nitro,            hydroxy, Ci-Ce-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,            C₃-C₈-cyclo alkyl, C₃-Cs-cycloalkylalkyl, Ci-C₆-haloalkyl,            Ci-C₆-alkoxy alkyl, Ci-Ce-hydroxyalkyl, C₂-C₆-haloalkenyl,            C₂-C₆-haloalkynyl, C₃-C₆-halocycloalkyl, Ci-C₆-alkoxy,            Ci-C₆-alkylthio, Ci-C₆-haloalkylthio,            Ci-C₆-haloalkylsulfinyl, Ci-C₆-haloalkylsulfonyl,            Ci-C₆-alkyl sulfinyl, Ci-C₆-alkyl sulfonyl, Ci-C₆-alkyl            amino, di-Ci-C₆-alkyl amino, C₃-C₆-cycloalkylamino,            Ci-C₆-alkyl-C₃-C₆-cycloalkylamino, Ci-Ce alkylcarbonyl,            Ci-Ce-alkoxycarbonyl, Ci-C₆-alkylaminocarbonyl,            di-Ci-C₆-alkyl aminocarbonyl, Ci-Ce-alkoxycarbonyloxy,            Ci-C₆-alkylaminocarbonyloxy, or            di-Ci-C₆-alkylaminocarbonyloxy, or        -   two R^(A) together with the atoms to which they are attached            may form a 3- to 10-membered aromatic or non-aromatic            carbocyclic ring or ring system, or aromatic or non-aromatic            heterocyclic ring or ring system which may be optionally            substituted with one or more            -   identical or different R^(a),        -   wherein, the C atom of the non-aromatic carbocyclic ring may            be optionally replaced by C(=0), C(═S), C(═CR^(2b)R^(3b))            and C═NR^(6a) or,            -   wherein, the heteroatom of the aromatic heterocyclic                ring is selected from N, O and S; wherein heteroatom of                the non-aromatic heterocyclic ring is selected from N,                O, S(=0)₀₋₂, and S(═O)o.i(═NR^(6a)) and one or more C                atoms of the non-aromatic heterocyclic ring may be                optionally replaced by C(=0), C(═S), C(═CR^(2b)R^(3b))                and C═NR^(6a);

R⁴, R⁶, R^(6a), R^(6b), and R^(6c) are independently selected from thegroup of hydrogen, cyano, hydroxy, NR^(b)R^(c), (C=0)-R^(d),S(O)₀₋₂R^(e), Ci-C₆-alkyl, Ci-C₆-haloalkyl, Ci-C₆-alkoxy,Ci-C₆-haloalkoxy, Ci-C₆-alkylamino, di-Ci-C₆-alkylamino,tri-Ci-C₆-alkylamino or C₃-Cs-cycloalkyl;

-   -   R^(b) and R^(c) represent hydrogen, hydroxyl, cyano,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₃-C₈-cycloalkyl or        C₃-Cs-halocycloalkyl,    -   R^(d) represents hydrogen, hydroxy, halogen, NR^(b)R^(c),        Ci-Ce-alkyl, Ci-C₆-haloalkyl, Ci-C₆-alkoxy, Ci-C₆-haloalkoxy,        C₃-Cs-cycloalkyl or C₃-Cs-halocycloalkyl, and    -   R^(e) represents hydrogen, halogen, cyano, Ci-Ce-alkyl,        Ci-C₆-haloalkyl, Ci-C₆-alkoxy, Ci-Ce-haloalkoxy,        C₃-Cs-cycloalkyl or C₃-Cs-halocycloalkyl,

L² is a fragment selected from the group of

wherein, k is an integer ranging from 0 to 4; an expression “#” on theleft side indicates the point of attachment to A, and an expression “*”on the right side indicates the point of attachment to R¹⁰;

-   -   wherein, in Formula 1 when R¹ is CF₃, A is phenyl ring or C₃-C₇        carbocyclic ring or 5- to 6-membered heterocyclic ring; L² is        L^(2C) and k=0 then R¹⁰ is not hydrogen, cyano, nitro,        Ci-Csalkyl, C₁-C₃ haloalkyl;    -   wherein, in Formula I when R¹ is CF₃; A is phenyl ring or 5- to        6-membered heteroaromatic ring L² is L^(2d) and k=0 to 4 then        R¹⁰ is not cyano, nitro, R¹¹ and OR¹¹;        -   wherein, R¹¹ is hydrogen, Ci-C₆-alkyl optionally substituted            with a group selected from halogen, cyano, nitro,            Ci-C₆-alkoxy, Ci-C₆-haloalkoxy, Ci-C₆-alkylthio,            Ci-Ce-haloalkylthio, and phenyl ring optionally substituted            with Ci-C₆-alkyl, Ci-C₆-haloalkyl, Ci-C₆-alkoxy and            Ci-C₆-haloalkoxy,

R², R³, R^(2a), R^(3a), R^(2b), R^(3b), R^(2c), R^(3c), R^(2d), R^(3d),R^(2e), R^(3e), R⁷ and R⁸ are independently selected from hydrogen,halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl, Ci-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, Ci-C₄-alkoxy or C₁-C₄-haloalkoxy, or

R² and R³; R^(2a) and R^(3s); R^(2b) and R^(3b); R^(2e) and R^(3e);R^(2d) and R^(3d); R^(2e) and R^(3e); and or R⁷ and R⁸ together with theatoms to which they are attached may form 3- to 5-membered non-aromaticcarbocylic ring or heterocyclic ring which may be optionally substitutedwith halogen, Ci-C₂-alkyl, Ci-C₂-haloalkyl or Ci-C₂-alkoxy;

R⁹ is independently selected from the group consisting of hydrogen;NR^(g)R^(h), wherein, R^(g) and R^(h) independently represent hydrogen,hydroxyl, cyano, Ci-C₄-alkyl, CiXX-haloalkyl, Ci-C₄-alkoxy orC₃-Cs-cycloalkyl; (C=0)-R′, wherein, R¹ represents hydrogen, halogen,cyano, Ci-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl, Ci-C₄ haloalkyl, C₂-C₄haloalkenyl, C₂-C₄-haloalkynyl, C₃-C₆ cycloalkyl, C₃-C₆-halocycloalkyl,Ci-C₄-alkoxy, and Ci-C₄-haloalkoxy; Ci-s-alkyl-S(0)₀₋₂R′, wherein R¹represents hydrogen, halogen, cyano, Ci-Ce-alkyl, CiXVhaloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, Cr-Cs-cycloalkyl;C₁-C₆-alkyl-(C=0)-R^(i), CR^(i)═NR^(g), Ci-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, Ci-C₆-haloalkyl, C₂-C6-haloalkenyl, C₂-C6-haloalkynyl,Ci-Ce-alkoxy, Ci-Ce-haloalkoxy, C3-Cs-cycloalkyl, C4-C8-cycloalkenyl,Cs-Cs-cycloalkynyl, C7-Ci9-aralkyl, bicyclic Cs-Cn-alkyl,C7-Ci₂-alkenyl, fused or non-fused or bicyclic C3-Ci8-carbocyclic;wherein one or more carbon atoms in cyclic ring system may be replacedby N, O, S(═O)₀₋₂, S(═O)₀₋₁(═NR^(5c)), C(═0), C(═S), C(═CR^(2e)R^(3e))and C═NR^(6c),

-   -   wherein, R⁹ may optionally be substituted with one or more        identical or different substituents selected from hydrogen,        halogen, cyano, nitro, hydroxy, Ci-C₆-alkyl, C₂-C₆-alkenyl,        C₂-C₆-alkynyl, C3-Cs-cycloalkyl, Cs-Cs-cycloalkylalkyl,        Ci-C₆-haloalkyl, Ci-C6-alkoxy-Ci-C4-alkyl, Ci-C6-hydroxyalkyl,        C₂-C6-haloalkenyl, C₂-C6-haloalkynyl, C3-Cs-halocycloalkyl,        C1-C6-alkoxy, Ci-C₆-haloalkoxy, Ci-C₆-haloalkoxycarbonyl,        Ci-C₆-alkylthio, Ci-C₆-haloalkylthio, Ci-C₆-haloalkylsulfinyl,        Ci-C₆-haloalkylsulfonyl, Ci-C₆-alkylsulfinyl,        Ci-C₆-alkylsulfonyl, C1-C6-alkylamino, di-Ci-C6-alkylamino,        C₃-C₈-cycloalkylamino, Ci-C6-alkyl-C3-C8-cycloalkylamino,        Ci-C₆-alkylcarbonyl, Ci-C₆-alkoxycarbonyl,        Ci-C₆-alkylaminocarbonyl, di-Ci-C₆-alkylaminocarbonyl,        Ci-C₆-alkoxycarbonyloxy, Ci-C₆-alkylaminocarbonyloxy, or di        C1-C6-alkylaminocarbonyloxy, 5- to 11-membered spirocyclic ring,        3- to 6-membered carbocyclic or heterocyclic ring;

R¹⁰ is selected from the group of hydrogen, halogen, hydroxy, cyano,—OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹², —C(═O)NR¹³R¹⁴,—NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶,—CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵,—O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN,—C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C3-Cs-cycloalkyl, C3-Cs-halocycloalkyl, C₁-C₆-alkyl-C₃-Cs-cycloalkyl,C3-C8-cycloalkyl-Ci-C6-alkyl, Cs-Cs-cycloalkyl-Cb-(V cycloalkyl,C3-Cs-halocycloalkyl-Ci-C₆-alkyl,Ci-C₆-alkyl-Cs-Cs-cycloalkyl-Ci-C₆-alkyl, Cs-Cs-cycloalkenyl,C₃-Cs-halocycloalkenyl, Ci-C₆-alkoxy-Ci-C₆-alkyl,C3-C8-cycloalkoxy-Ci-C6-alkyl, Ci-C₆-alkoxy-Ci-C₆-alkoxy-Ci-C₆-alkyl,Ci-C₆-alkyl-Ci-C₆-thioalkyl, Ci-C₆-alkylsulfinyl-Ci-C₆-alkyl,C1-C6-alkylsulfonyl-Ci-C₆-alkyl, Ci-C₆-alkylamino, di-Ci-C₆-alkylamino,Ci-C₆-alkylamino-Ci-C₆-alkyl, di-Ci-C₆-alkylamino-Ci-C₆-alkyl,Ci-C₆-haloalkylamino-Ci-C₆-alkyl, Cs-Cs-cycloalkylamino,C3-C8-cycloalkylamino-Ci-C₆-alkyl, Ci-C₆-alkylcarbonyl,Ci-C₆-haloalkoxy-Ci-C₆-alkyl, C1-C6-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C3-C8-cycloalkyl-Ci-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, Ci-C₆-alkoxy-Ci-C6-alkoxy,Ci-C6-alkylcarbonylalkoxy, Ci-C6-alkylthio, Ci-C6-haloalkylthio,C₃-C₈-cycloalkylthio, Ci-C6-alkylsulfinyl, Ci-C6-haloalkylsulfinyl,Ci-C6-alkylsulfonyl, Ci-C6-haloalkylsulfonyl, C3-Cs-cycloalkylsulfonyl,Cs-Cs-cycloalkylsulfinyl, tri-Ci-C6-alkylsilyl,Ci-C₆-alkylsulfonylamino, Ci-C₆-haloalkylsulfonylamino,Ci-C₆-alkylcarbonylthio, C1-C6-alkylsulfonyloxy, Ci-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, Ce-Cio-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C1-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-Ci-C₆-alkylthio,Ci-C₆-alkylthio-Ci-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,Ci-C₆-alkoxycarbonyl-Ci-C₆alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C3-C-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₅-cycloalkyl-Ci-C₆-alkylamino, Ci-C₆-alkoxyamino, Ci-CG-haloalkoxyamino, Ci-C₆-alkoxycarbonylamino, Ci-C₆-alkylcarbonyl-Ci-C₆-alkylamino,Ci-C₆-haloalkylcarbonyl-Ci-C₆-alkylamino,Ci-C₆-alkoxycarbonyl-Ci-C₆-alkylamino, C₂-C₆-alkenylthio,Ci-C₆-alkoxy-Ci-C₆-alkylcarbonyl, Ci-C₆-haloalkoxycarbonylamino,di(Ci-C₆-haloalkyl)amino-Ci-C₆-alkyl,C₃-C₅-halocycloalkenyloxy-Ci-C₆-alkyl,Ci-C₆-alkoxy(Ci-C₆-alkyl)aminocarbonyl,Ci-C₆-haloalkylsulfonylaminocarbonyl, Ci-C₆-alkylsulfonylaminocarbonyl,Ci-C₆-alkoxycarbonylalkoxy, Ci-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-Ci-C₆-alkylamino-Ci-C₆-alkyl, Ci-C₆-alkylthiocarbonyl,C₃-C₅-cycloalkenyloxy-Ci-C₆-alkyl, Ci-C₆-alkoxy-Ci-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, Ci-C₆-haloalkoxy-Ci-C₆-haloalkoxy,Ci-C₆-alkoxy-Ci-C6-haloalkoxy, C₃-C₈-halocycloalkoxy-Ci-C₆-alkyl,di-Ci-C₆-alkylaminocarbonylamino, Ci-C₆-alkoxy-C2-C₆-alkenyl,Ci-C₆-alkylthiocarbonyloxy, Ci-C₆-haloalkoxy-Ci-C₆-alkoxy,Ci-C₆-haloalkylsulfonyloxy, Ci-C₆-alkoxy-Ci-C₆-haloalkyl,di(Ci-C₆-haloalkyl)amino, di-Ci-C₆-alkoxy-Ci-Ce-alkyl,C₁-C₆-alkylaminocarbonylamino, Ci-C₆-haloalkoxy-Ci-C₆-haloalkyl,Ci-Ce-alkylaminocarbonyl-Ci-C₆-alkylamino,tri-Ci-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-Ci-Ce-alkylsilyloxy,tri-Ci-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(Ci-C₆-alkoxy)-Ci-C₆-alkyl,di-Ci-Ce-alkylthio-Ci-C₆-alkyl, C1-C₆-alkoxysulfonyl,C₃-Cs-halocycloalkoxycarbonyl, Ci-C₆-alkyl-C₃-C₅-cycloalkylcarbonyl,C₃-Cs-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl, C₂-C₆alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,Ci-C₆-alkylthio-Ci-C₆-alkoxycarbonyl, C₂-C₆ alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,Ci-Ce-cyanoalkylcarbonyloxy, C₃-C₅-cycloalkylsulphonyloxy,C₃-C₅-cycloalkyl-Ci -C₆-alkylsulphonyloxy,Cs-Cs-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, Ci-Ce-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C2-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, Ci-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,Ci-C₆-alkoxy-Ci-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ orZ¹Q¹;

-   -   Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), N, O,        C(O), C(S), C(═CR^(2d)R^(3d)) or S(0)O₂;    -   Q¹ and Q² are independently selected from phenyl, benzyl,        naphthalenyl, a 5- or 6-membered aromatic ring, an 8- to        11-membered aromatic multi-cyclic ring system, an 8- to        11-membered aromatic fused ring system, a 5- or 6-membered        heteroaromatic ring, an 8- to 11-membered heteroaromatic        multi-cyclic ring system or an 8- to 11-membered heteroaromatic        fused ring system; wherein the heteroatom of the heteroaromatic        rings is selected from N, O or S, and each ring or ring system        may be optionally substituted with one or more substituents        independently selected from R⁷; or    -   Q¹ and Q² are independently selected from a 3- to 7-membered        non-aromatic carbocyclic ring, a 4-, 5-, 6- or 7-membered        non-aromatic heterocyclic ring, an 8- to 15-membered        non-aromatic multi-cyclic ring system, an 5- to 15 membered        spirocyclic ring system, or an 8- to 15-membered non-aromatic        fused ring system, wherein, the heteroatom of the non-aromatic        rings is selected from N, O or S(O)₀₋₂, and C ring member of the        non-aromatic carbocylic or non-aromatic heterocyclic rings or        ring systems may be replaced with C(O), C(S), C(═CR^(2c)R^(3c))        or C(═NR^(6b)), and each ring or ring system may be optionally        substituted with one or more substituents independently selected        from R¹⁷;    -   wherein, R¹⁷ is selected from hydrogen, halogen, hydroxy, cyano,        —OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹²,        —C(═O)NR¹³R¹⁴, —NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴,        —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶, —CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴,        —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵, —O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶,        —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN, —C(═S)NHCN,        —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,        C₂-C₆-alkynyl, C1-C₆-haloalkyl, C₂-C₆-haloalkenyl,        C₂-C₆-haloalkynyl, C3-Cs-cycloalkyl, C3-Cs-halocycloalkyl,        Ci-Ce-alkyl-Cs-Cx-cycloalkyl, C3-Cs-cycloalkyl-Ci-C6-alkyl,        Cs-CVcycloalkyl-Cs-Cx-cycloalkyl,        C3-Cs-halocycloalkyl-Ci-Ce-alkyl,        Ci-Ce-alkyl-Cs-Cs-cycloalkyl-Ci-Ce-alkyl, C₃-C₈-cycloalkenyl,        C₃-C₈-halocycloalkenyl, Ci-C₆-alkoxy-Ci-C₆-alkyl,        C3-Cs-cycloalkoxy-Ci-C6-alkyl,        Ci-C₆-alkoxy-Ci-C₆-alkoxy-Ci-C₆-alkyl,        Ci-Ce-alkyl-Ci-Ce-thioalkyl, Ci-G,-alkylsulfinyl-Ci-Ce-alkyl,        Ci-Ce-alkylsulfonyl-Ci-C₆-alkyl, Ci-C₆-alkylamino,        di-Ci-C₆-alkylamino, Ci-C₆-alkylamino-Ci-C₆-alkyl,        di-Ci-C₆-alkylamino-Ci-C₆-alkyl,        Ci-C₆-haloalkylamino-Ci-C₆-alkyl, Cr(V cycloalkylamino,        C3-C8-cycloalkylamino-Ci-C₆-alkyl, Ci-C₆-alkylcarbonyl,        Ci-C₆-haloalkoxy-Ci-C₆-alkyl, Ci-Ce-hydroxyalkyl,        C₂-C₆-hydroxyalkenyl, C₂-C₆-hydroxyalkynyl,        Cs-Cs-halocycloalkoxy, C3-C8-cycloalkyl-Ci-C₆-alkoxy,        C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy, C₂-C₆-alkynyloxy,        C₂-C₆-haloalkynyloxy, Ci-C₆-alkoxy-Ci-C₆-alkoxy,        Ci-C₆-alkylcarbonylalkoxy, Ci-C₆-alkylthio, Ci-Ce-haloalkylthio,        C₃-C₈-cycloalkylthio, Ci-C6-alkylsulfinyl,        Ci-C6-haloalkylsulfinyl, Ci-C6-alkylsulfonyl,        Ci-C6-haloalkylsulfonyl, C3-Cs-cycloalkylsulfonyl,        Cs-Cs-cycloalkylsulfinyl, tri-Ci-C6-alkylsilyl,        Ci-C6-alkylsulfonylamino, Ci-C6-haloalkylsulfonylamino,        Ci-C6-alkylcarbonylthio, Ci-Ce-alkylsulfonyloxy,        Ci-C6-alkylsulfinyloxy, C6-Cio-arylsulfonyloxy,        C6-Cio-arylsulfinyloxy, Ce-Cio-arylsulfonyl,        C6-Cio-arylsulfinyl, C6-Cio-arylthio, Ci-C6-cyanoalkyl,        C₂-C6-alkenylcarbonyloxy, Ci-C6-alkoxy-Ci-C6-alkylthio,        Ci-C6-alkylthio-C1-C6-alkoxy, C₂-C6-haloalkenylcarbonyloxy,        Ci-Ce-alkoxycarbonyl-Ci-C₆-alkyl, Ci-C₆-alkoxy-C₂-C₆-alkynyl,        C₂-C₆-alkynylthio, C3-C8-halocycloalkylcarbonyloxy,        C₂-C₆-alkenylamino, C₂-C₆-alkynylamino, Ci-C₆-haloalkylamino,        C3-C8-cycloalkyl-Ci-C₆-alkylamino, Ci-C₆-alkoxyamino,        Ci-C₆-haloalkoxyamino, Ci-Ce-alkoxycarbonylamino,        Ci-C₆-alkylcarbonyl-C₁-C₆-alkylamino,        Ci-C₆-haloalkylcarbonyl-C₁-Ce-alkylamino,        Ci-C₆-alkoxycarbonyl-Ci-C₆-alkylamino, C2-C6-alkenylthio,        Ci-C₆-alkoxy-Ci-C₆-alkylcarbonyl, Ci-C₆-haloalkoxycarbonylamino,        di(Ci-C₆-haloalkyl)amino-Ci-C₆-alkyl,        C3-C8-halocycloalkenyloxy-Ci-C6-alkyl,        Ci-C6-alkoxy(Ci-C6-alkyl)aminocarbonyl,        Ci-Ce-haloalkylsulfonylaminocarbonyl,        Ci-C₆-alkylsulfonylaminocarbonyl, Ci-C₆-alkoxycarbonylalkoxy,        Ci-C₆-alkylaminothiocarbonylamino,        C3-Cs-cycloalkyl-Ci-C6-alkylamino-Ci-C6-alkyl,        Ci-Ce-alkylthiocarbonyl, C3-Cs-cycloalkenyloxy-Ci-C6-alkyl,        Ci-C₆-alkoxy-Ci-C₆-alkoxycarbonyl,        di-Ci-C6-alkylaminothiocarbonylamino,        Ci-C6-haloalkoxy-Ci-C6-haloalkoxy,        Ci-C6-alkoxy-Ci-C6-haloalkoxy,        C3-Cs-halocycloalkoxy-Ci-C6-alkyl,        di-Ci-C₆-alkylaminocarbonylamino, Ci-C₆-alkoxy-C2-C6-alkenyl,        Ci-C₆-alkylthiocarbonyloxy, Ci-C₆-haloalkoxy-Ci-C₆-alkoxy,        Ci-Ce-haloalkylsulfonyloxy, Ci-C₆-alkoxy-Ci-C₆-haloalkyl,        di(Ci-C₆-haloalkyl)amino, di-Ci-C₆-alkoxy-Ci-C₆-alkyl,        Ci-C₆-alkylaminocarbonylamino, Ci-C₆-haloalkoxy-Ci-C₆-haloalkyl,        Ci-Ce-alkylaminocarbonyl-Ci-C₆-alkylamino,        tri-Ci-C6-alkylsilyl-C2-C6-alkynyloxy, tri-Ci-Ce-alkylsilyloxy,        tri-Ci-C6-alkylsilyl-C2-C6-alkynyl,        cyano(Ci-C₆-alkoxy)-Ci-C₆-alkyl, di-Ci-Ce-alkylthio-Ci-C₆-alkyl,        Ci-C₆-alkoxysulfonyl, Cs-Cs-halocycloalkoxycarbonyl,        Ci-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,        Cs-Cs-halocycloalkylcarbonyl, C2-C6-alkenyloxycarbonyl,        C2-C6-alkynyloxycarbonyl, Ci-C₆-cyanoalkoxycarbonyl,        Ci-C₆-alkylthio-Ci-C₆-alkoxycarbonyl, C2-C6-alkynylcarbonyloxy,        C2-C6-haloalkynylcarbonyloxy, cyanocarbonyloxy,        Ci-Ce-cyanoalkylcarbonyloxy, Cs-Cs-cycloalkylsulphonyloxy,        C3-Cs-cycloalkyl-Ci-C6-alkylsulphonyloxy,        Cs-Cs-halocycloalkylsulphonyloxy, C2-C6-alkenylsulphonyloxy,        C2-C6-alkynylsulphonyloxy, Ci-Ce-cyanoalkylsulphonyloxy,        C2-C6-haloalkenylsulphonyloxy, C2-C6-haloalkynylsulphonyloxy,        C2-C6-alkynylcycloalkyloxy, C2-C6-cyanoalkenyloxy,        C2-C6-cyanoalkynyloxy, Ci-C₆-alkoxycarbonyloxy,        C2-C6-alkenyloxycarbonyloxy, C2-C6-alkynyloxycarbonyloxy,        Ci-C₆-alkoxy-Ci-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines,        SF₅ or Z²Q²;    -   R⁹ and R¹⁰; and or R⁹ and R^(A) together with the atoms to which        they are attached may form a 3- to 10-membered carbocyclic ring        or ring system, or heterocyclic ring or ring system which may be        optionally substituted with R¹⁷;        -   wherein,            -   R¹² represents Ci-Ce-alkyl, Ci-C₆-haloalkyl,                CvCs-cycloalkyl, C₃-C₈-halocycloalkyl,    -   R¹³ and R¹⁴ independently represent hydrogen, hydroxyl, cyano,        Ci-Ce-alkyl, Ci-Ce-haloalkyl, Ci-C₆-alkoxy, CvCs-cycloalkyl,        C₃-C₈-halocycloalkyl,    -   R¹⁵ represents hydrogen, hydroxy, halogen, NR^(b)R^(c),        Ci-Ce-alkyl, Ci-C₆-haloalkyl, C1-C6-alkoxy, Ci-C₆-haloalkoxy,        CvCs-cycloalkyl, CvCs-cycloalkyl, and    -   R¹⁶ represents hydrogen, halogen, cyano, CiXValkyl,        Ci-C₆-haloalkyl, Ci-C₆-alkoxy, Ci-Ce-haloalkoxy,        C3-Cs-cycloalkyl, or C3-Cs-cycloalkyl.

Particularly, a carbon atom of R¹ from the oxadiazole ring bears atleast two fluorine atoms; and the 9 carbon atom of R¹ from theoxadiazole ring in case of C2-haloalkyl bears at least one fluorineatom.

Particularly, the present invention relates a compound of Formula I,wherein:

R¹ is trifluoroalkyl;

L¹ is a direct bond;

A is a phenyl ring or pyridyl ring; wherein phenyl or pyridyl ring isunsubstituted or substituted with one or more identical or differentR^(A) groups,

-   -   wherein, R^(A) is halogen, cyano, Ci-C₆-alkyl and Ci-C₆-alkoxy,        -   wherein R^(A) may be optionally substituted with one or more            identical or different R^(a) selected from halogen, cyano,            and amino;

L² is a fragment selected from the group of

wherein, k is an integer ranging from 0 to 1; an expression “#” on theleft side indicates the point of attachment to A, and an expression “*”on the right side indicates the point of attachment to R¹⁰;

R⁷ and R⁸ are hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, or C₁-C₄-alkoxy;

R⁹ is selected from the group consisting of Ci-Ce-alkyl, C₂-C₆-alkenyl,Ci-C₆-haloalkyl, Ci-C₆-alkoxy, Ci-C₆-haloalkoxy, and C₃-Cs-cycloalkyl;

R¹⁰ is selected from the group of Ci-Ce-alkyl, C₂-Ce-alkenyl,C₂-Ce-alkynyl, Ci-C6-haloalkyl, C₂-C6-haloalkenyl, C₂-C₆-haloalkynyl,C₃-Cs-cycloalkyl, C₃-Cs-halocycloalkyl, Ci-C₆-alkyl-C₃-Cs-cycloalkyl,C₃-Cs-cycloalkyl-Ci-C₆-alkyl, C₃-C₈-cycloalkyl-Ci-CVcycloalkyl,C₃-Cs-halocycloalkyl-Ci-Ce-alkyl,Ci-Ce-alkyl-Cs-Cs-cycloalkyl-Ci-Ce-alkyl, Ci-C₆-alkoxy-Ci-C₆-alkyl,C₃-C₈-cycloalkoxy-Ci-C₆-alkyl, Ci-C₆-alkoxy-Ci-C₆-alkoxy-Ci-C₆-alkyl,Ci-C₆-haloalkoxy-Ci-C₆-alkyl, Ci-C6-hydroxyalkyl, C3-Cs-halocycloalkoxy,Cb-C₈-cycloalkyl-Ci-Ce-alkoxy, Ci-Ce-alkoxy-Ci-Ce-alkoxy,Ci-C₆-alkylthio, Ci-C₆-haloalkylthio, Cs-Cs-cycloalkylthio,Ci-C₆-alkylsulfinyl, Ci-Ce-haloalkylsulfinyl, Ci-C₆-alkylsulfonyl,Ci-C₆-haloalkylsulfonyl, Cs-Cs-cycloalkylsulfonyl,C3-C8-cycloalkylsulfinyl or Z³Q³;

-   -   Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), and O;    -   Q1 and Q² are phenyl, benzyl, 5- or 6-membered aromatic ring, a        5- or 6-membered heteroaromatic ring; wherein the heteroatom of        the heteroaromatic ring is selected from N, O and S; and each        ring may be optionally substituted with one or more substituents        independently selected from R¹⁷; or    -   wherein, R¹⁷ is selected from halogen, cyano, —OR¹²; wherein R¹²        represents CiXValkyl, C₁-C₆-haloalkyl, Cs-CVcycloalkyl and        C₃-C<<halocycloalkyl; Ci-Ce-alkyl, Cz-Ce-alkenyl, C2-C6-alkynyl,        Ci-C₆-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl,        C3-Cs-cycloalkyl, C3-C8-halocycloalkyl,        C₁-C₆-alkyl-C₃-Cs-cycloalkyl, Ci-Ce-alkylthio,        Ci-Ce-haloalkylthio, C3-C8-cycloalkylthio, Ci-C₆-alkylsulfinyl,        Ci-C₆-haloalkylsulfinyl, Ci-C₆-alkylsulfonyl,        Ci-Ce-haloalkylsulfonyl, Cs-Cs-cycloalkylsulfonyl, C₃-(V        cycloalkylsulinyl and Z²Q²;

R⁹ and R¹⁰ together with the atoms to which they are attached may form a3- to 10-membered heterocyclic ring or ring system which may beoptionally substituted with R¹⁷; wherein the heteroatom of theheterocyclic ring or ring system is selected from N, O and S(O)₀₋₂.

More particularly, the compound of Formula I is selected from the groupconsisting of:

N-(methyl(oxo)(p-tolyl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-cyanobenzyl)(methyl)(oxo)-′/.6-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-difluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,3-difluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-methoxybenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-bromobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-difluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-difluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3-fluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(2-methylbenzyl)(oxo)-′/.⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3,5-dimethylphenyl)(methyl)(oxo)-′/.⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-cyanophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(1-oxidotetrahydro-2H-1λ⁶-thiopyran-1-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(m-tolyl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(3-methylbenzyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3-methoxyphenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-difluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(thiazol-2-yl)-X⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-fluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl((oxo)(4-(trifluoromethyl)benzyl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-dichlorobenzyl)(methyl)(oxo)-/.⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(pyridin-2-yl)methyl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(4-methylthiazol-2-yl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(5-methyl-1,3,4-thiadiazol-2-yl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,5-dichlorophenyl)(methyl)(oxo)-′/.⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-dimethoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3,4-difluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(4-oxido-1,4′/.⁶-oxathian-4-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)benzamide;N-(methyl(oxo)(pyridin-4-ylmethyl)-′/.⁶-sulfancylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorobenzyl)(methyl)(oxo)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chloro-3-fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,5-difluorobenzyl)(methyl)(oxo)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(4-(trifluoromethyl)phenyl)-′/.⁶-sulfancylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-fluorophenyl)(methyl)(oxo)-′/.6-sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(pyridin-2-yl)-6-sulfanylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(phenyl)-λ⁶-sulfancylidone)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-difluorobenzyl)(methyl)(oxo)-′/.⁶-sulfancylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-methoxybenzyl)(methyl)(oxo)-/.⁶-sulfancylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-methoxyphenyl)(methyl)(oxo)-′/.⁶-sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-difluorophenyl)(methyl)(oxo)-′/.⁶-sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(thiazol-2-yl)-′/.⁶-sulfancylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(1-oxidotetrahydro-2H-′/.-thiopyran-1-ylidene)-3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-cyanobenzyl)(methyl)(oxo)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-fluorophenyl)(isopropyl)(oxo)-′/.⁶-sulfancylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isopropyl(4-methoxyphenyl)(oxo)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(isopropyl)(oxo)-′/.6-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isopropyl(oxo)(pyridin-2-yl)-6-sulfancylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isopropyl(oxo)(phenyl)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-((4-methoxyphenyl)(methyl)(oxo)-′/.⁶-sulfancylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3-bromophenyl)(ethyl)(oxo)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(2-phenoxyethyl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;(2,6-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;(2,6-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;(2,4-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(2,3-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;methyl(2-methylbenzyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(4-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;methyl((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-(trifluoromethyl)benzyl)-//′-sulfanone;(2,6-dichlorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(4-bromobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;methyl(pyridin-2-ylmethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(2-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(3-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(2,4-dimethoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(3,4-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(4-chlorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(4-chloro-3-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(4-methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;(3-methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;1-((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)hexahydro-‘//’-thiopyran1-oxide;(2,4-dimethoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-)λ⁶-sulfanone;(4-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(2-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(3-methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(2,5-dichlorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(4-methoxyphenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;methyl(phenyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;methyl(pyridin-2-yl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-ylimino)-λ⁶-sulfanone;(2,6-difluorobenzyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;(4-chlorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl(pyridin-2-yl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl(m-tolyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl(thiazol-2-yl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-(trifluoromethyl)pyridin-2-yl)-λ⁶-sulfanone;methyl(4-methylthiazol-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl(thiazol-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(4-chlorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;(2,6-difluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;(3,4-difluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;methyl(phenyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone;(4-fluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;methyl((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)(4-(trifluoromethyl)phenyl)-‘//’-sulfanone;(2-fluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-‘//’-sulfanone;(4-fluorobenzyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone;(3-methoxyphenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-X⁶-sulfanone;1-((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)hexahydro-‘//’-thiopyran 1-oxide;4-((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3-yl)imino)-1,4X⁶-oxathiane4-oxide;methyl(p-tolyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanoic;(2,4-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;methyl((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(5-(trifluoromethyl)pyridin-2-yl)-‘//’-sulfanoric;4-((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-1,4‘//’-oxathiane4-oxide;1-((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)hexahydro-‘//’-thiopyran1-oxide;methyl(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanoric;methyl(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanoric;methyl(p-tolyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzylimino)-‘//’-sulfanoric;methyl(phenyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-‘//’-sulfanoric;(4-methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzylimino)-‘//’-sulfanoric;(2,4-dimethoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanoric;(3,4-difluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanoric;methyl((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)(4-((4-(trifluoromethyl)pyridin-2-yl)oxyphenyl)-′/.⁶-sulfanoric;(4-chlorophenyl)(methyl)(3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanoric;methyl(thiazol-2-yl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanoric;(4-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanoric;(2-bromo-5-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;4-fluoro-N-(3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)benzenesulfonamide;(4-bromo-2-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(2-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl((benzyl)imino)-′/.⁶-sulfanone;4-((3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-1,4-′/.⁶-oxathiane4-oxide;isopropyl(4-methoxyphenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-λ⁶-sulfanone;isopropyl(phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;(4-chlorophenyl)(isopropyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-//′-sulfanone;N-tosyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((5-chloro-2-methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-dichlorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3-methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)-N-((4-(trifluoromethyl)phenyl)sulfonyl)benzamide;N-(pyridin-3-ylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,5-difluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-bromophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,6-dichlorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((3-fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorophenyl)(methyl)-′/.⁶-sulfanone;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(phenyl)-‘//’-sulfanoric;(4-chlorophenyl)((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)-λ⁶-sulfanone;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(pyridin-2-yl)-‘//’-sulfanoric;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(3-fluorophenyl)(methyl)-‘//’-sulfanoric;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-fluorophenyl)(methyl)-‘//’-sulfanoric;((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-methoxyphenyl)(methyl)-‘//’-sulfanoric;2-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;3-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;3-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;4-chloro-2-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;2-chloro-6-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfancylidene)benzamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)-2-phenylacetamide;4-chloro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)pivalamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)cyclopropanecarboxamide;((3-chlorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanoic;((4-fluorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;((2,4-difluorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;((3-fluorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanoric;N-((4-fluorophenyl)(methyl)(oxo)-/.⁶-sulfaneylidene)-2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetamide;((2,4-difluorophenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanoric;((2-fluoro-4-methoxyphenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanoric;((2-fluorophenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanoric;((2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-methoxyphenyl)(methyl)-X⁶-sulfanone;((2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(phenyl)-′/.⁶-sulfanoric;((2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(pyridin-2-yl)-′/.⁶-sulfanoric;((2-methoxyphenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-‘//’-sulfanone;((3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorobenzyl)(trifluoromethyl)-′/.⁶-sulfanoric;((3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorophenyl)(trifluoromethyl)-X⁶-sulfanone;((3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4-methoxyphenyl)(trifluoromethyl)-′/.⁶-sulfanone;((3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(phenyl)(trifluoromethyl)-X⁶-sulfanone;((3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(pyridin-2-yl)(trifluoromethyl)-λ⁶-sulfanone;((3-fluorophenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;((4-fluorophenyl)imino(methyl)(4-(5-(trifluromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;((4-methoxyphenyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;((5-methoxypyridin-2-yl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;(2-(dimethylamino)ethyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(2-(dimethylamino)ethyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(2,4-difluorophenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(2-fluoro-4-methoxyphenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-λ⁶-sulfanone;(2-fluoro-4-methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(2-fluorobenzyl)((2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)-′/.⁶-sulfanone;(2-fluorobenzyl)((3-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)-′/.⁶-sulfanone;(2-fluorobenzyl)(isopropyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(2-fluorobenzyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)imino)-′/.⁶-sulfanone;(2-fluorobenzyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidin-2-yl)imino)-i6-sulfanone;(2-fluorobenzyl)(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(2-fluorophenyl)((2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)-‘//’-sulfanoic;(2-fluorophenyl)(isopropyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanoic;(2-fluorophenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanoric;(2-fluorophenyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)imino)-′/.⁶-sulfanoric;(2-fluorophenyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidin-2-yl)imino)-X⁶-sulfanone;(2-fluorophenyl)(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(2-methoxyethyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanoric;(2-methoxyethyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;(2-methoxyphenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanone;(3-fluorophenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanoric;(3-fluoropyridin-4-yl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanone;(3-methoxyphenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′//-sulfanone;(3-methoxypyridin-4-yl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanone;(3-methoxypyridin-4-yl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(4-(difluoromethyl)phenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(4-fluoro-2-methoxyphenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-λ⁶-sulfanone;(4-fluoro-2-methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(4-fluorophenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(4-methoxyphenyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(4-methoxyphenyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)imino)-′/.⁶-sulfanone;(4-methoxyphenyl)(methyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidin-2-yl)imino)-X⁶-sulfanone;(4-methoxyphenyl)(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(cyclobutyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;(cyclobutylmethyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(cyclobutylmethyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(cyclohexyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;(cyclopentyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;(cyclopentyl)methyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′/.⁶-sulfanone;(cyclopentylmethyl)(methyl)((4-(5-(trifluoromethyl1,2,4-oxadiazol-3-yl)benzyl)imino)-′/.⁶-sulfanone;(cyclopropylimino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′/.⁶-sulfanone;(cyclopropylmethyl)(2-fluorobenzyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(cyclopropylmethyl)(2-(trifluorophenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′/.⁶-sulfanone;(cyclopropylmethyl)(4-methoxyphenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(cyclopropylmethyl)(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-‘//’-sulfanone;(cyclopropylmethyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-‘//’-sulfanone;(cyclopropylmethyl)(phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(cyclopropylmethyl)(pyridin-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-‘//’-sulfanone;(furan-3-ylimino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-‘//’-sulfanone;1-methyl-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-‘//’-sulfancylidene)-1H-imidazole-4-carboxamide;1-methyl-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfancylidene)-1H-imidazole-5-carboxamide;2,4-difluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-‘//’-sulfancylidene)benzamide;2-fluoro-4-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-‘//’-sulfancylidene)benzamide;2-fluoro-N-((2-fluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-fluoro-N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-fluoro-N-((4-methoxyphenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-fluoro-N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-fluoro-N-(methyl(oxo)(pyridin-2-yl)-λ⁶.sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-fluoro-N-(methyl(oxo)(pyridin-4-yl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-methoxy-N-((4-methoxyphenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-methoxy-N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;2-methoxy-N-(methyl(oxo)(pyridin-2-yl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;2-methoxy-N-(methyl(oxo)(pyridin-4-yl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-((2-fluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-(methyl)(oxo)(pyridin-2-yl)-′./⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-fluoro-N-(methyl(oxo)(pyridin-4-yl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-methoxy-N-((4-methoxyphenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-methoxy-N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-methoxy-N-(methyl(oxo)(pyridin-2-yl)-i6-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;3-methoxy-N-(methyl(oxo)(pyridin-4-yl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)-N-((trifluoromethyl)sulfonyl)benzamide;4-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;4-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfaneylidene)benzamide;5-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfaneylidene)picolinamide;allyl(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanoric;allyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-i6-sulfanoric;allyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;cyclopentyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;cyclopropyl(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-i6-sulfanoric;cyclopropyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanoric;cyclopropyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-′./⁶-sulfanoric;isobutyl(methyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-i6-sulfanoric;isobutyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanoric;isobutyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;isopropyl(4-methoxyphenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;isopropyl(phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;isopropyl(pyridin-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-i6-sulfanoric;methyl((1-methyl-1H-imidazol-4-yl)imino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-i6-sulfanoric;methyl((1-methyl-1H-imidazol-5-yl)imino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfanoric;methyl(oxazol-4-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanoric;methyl(oxazol-4-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;methyl(oxazol-5-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-7i6-sulfanoric;methyl(oxazol-5-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;methyl(oxazol-5-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;methyl(perfluoroethyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(perfluoroethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;methyl(phenyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(phenyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)imino)-X⁶-sulfanone;methyl(phenyl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidin-2-yl)imino)-X⁶-sulfanone;methyl(phenylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;methyl(prop-2-yn-1-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(prop-2-yn-1-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;methyl(prop-2-yn-1-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone;methyl(pyridin-2-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(pyridin-2-yl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-2-yl)imino)-X⁶-sulfanone;methyl(pyridin-2-yl)((5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidin-2-yl)imino)-X⁶-sulfanone;methyl(pyridin-2-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;methyl(pyridin-3-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(pyridin-4-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-X⁶-sulfanone;methyl(pyrimidin-2-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-λ⁶-sulfanone;methyl(pyrimidin-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-X⁶-sulfanone;methyl(pyrimidin-2-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone;methyl(pyrimidin-4-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanone;methyl(pyrimidin-4-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanoic;methyl(pyrimidin-4-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfanone;methyl(thiazol-4-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanoric;methyl(thiazol-4-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanoric;methyl(thiazol-5-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanoric;methyl(thiazol-5-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanoric;methyl(thiazol-5-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfanone;methyl(thiophen-2-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanone;methyl(thiophen-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanone;methyl(thiophen-2-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfanone;methyl(thiophen-3-yl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanone;methyl(thiophen-3-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanone;methyl(thiophen-3-ylimino)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfanone;methyl(trifluoromethyl)((4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)phenyl)imino)-′./⁶-sulfanone;methyl(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-′./⁶-sulfanone;N-(((1-methylazetidin-3-yl)methyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-(dimethylamino)ethyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((2-(dimethylamino)ethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-(dimethylamino)ethyl)sulfonyl)-N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2,4-difluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((2-fluoro-4-methoxyphenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((2-(fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorobenzyl)(methyl)(oxo)-λ⁶-sulfancylidone)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide;N-((2-fluorobenzyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-((2-fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-((2-fluorobenzyl)(methyl)(oxo)-X⁶-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-((2-fluorobenzyl)(oxo)(trifluoromethyl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorphenyl)(methyl)(oxo)-λ⁶-sulfancylidene)-3-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-((2-fluorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-((2-fluorophenyl)(oxo)(trifluoromethyl)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-methoxyethyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((2-methoxyethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-methoxyethyl)sulfonyl)-N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((2-methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((3-fluorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-_1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((3-fluoropyridin-4-yl)(methyl)(oxo)-‘//’-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((3-methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((3-methoxypyridin-4-yl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((4-(difluoromethyl)phenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(cyclopropylmethyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(methyl)(oxo)-′./⁶-sulfancylidene)-2-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(methyl)(oxo)-‘//’-sulfaneylidene)-3-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-chlorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-K2,4-oxadiazol-3-yl)picolinamide;N-((4-chlorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-((4-chlorophenyl)(methyl)(oxo)-‘//’-sulfaneylidene)-5-(5-(trifluoromethyl)-_1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-((4-chlorophenyl)(methyl)(oxo)-‘//’-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-((4-chlorophenyl)(oxo)(trifluoromethyl)-′./⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((4-fluoro-2-methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((4-fluorophenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((4-fluorophenyl)(methyl)(oxo)-‘//’-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-((4-methoxyphenyl)(methyl)(oxo)-λ6-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((4-methoxyphenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-((4-methoxyphenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-((4-methoxyphenyl)(methyl)(oxo)-′./⁶-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-((4-methoxyphenyl)(oxo)(trifluoromethyl)-′./⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclobutylmethyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((cyclobutylmethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclobutylmethyl)sulfonyl)-N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclopentylmethyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((cyclopropylmethyl)(2-fluorobenzyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclopropylmethyl)(2-fluorophenyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclopropylmethyl)(4-methoxyphenyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclopropylmethyl)(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-((cyclopropylmethyl)(oxo)(pyridin-2-yl)-X⁶-sulfancylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((cyclopropylmethyl)(oxo)(pyridin-4-yl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((oxetan-3-ylmethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((perfluoroethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(1-oxido-λ⁶-thietan-1-ylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(1-oxidotetrahydro-‘//’-thiophen-1-ylene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(1-oxidotetrahydro-2H-X⁶-thiopyran-1-ylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-(4-oxido-1,4X⁶-oxathian-4-ylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-(4-oxo-1,4λ⁶-oxathian-4-ylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-(allyl(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(allylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(allylsulfonyl)-N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(cyclopentyl(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(cyclopropyl(methyl)(oxo)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(cyclopropyl(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(cyclopropylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(ethylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isobutyl(methyl)(oxo)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(isobutyl(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isobutylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isobutylsulfonyl)-N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isopropyl(methyl)(oxo)-X⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(isopropylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfaneylidene)cyclobutanecarboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfancylidene)cyclohexanecarboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfaneylidene)cycloheptanecarboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfancylidene)furan-3-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfanylidene)oxazole-5-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfaneylidene)picolinamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfaneylidene)pyrimidine-2-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-.6′-sulfancylidene)pyrimidine-4-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfanylidene)thiazole-5-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-′./⁶-sulfancylidene)thiophene-2-carboxamide;N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl(phenyl)-′./⁶-sulfaneylidene)thiophene-3-carboxamide;N-(methyl(oxo)(perfluoroethyl)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(methyl(oxo)(phenyl)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-(methyl(oxo)(prop-2-yn-1-yl)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methylbenzamide;N-(methyl(oxo)(prop-2-yn-1-yl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(propyl)-λ⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(methyl(oxo)(pyridin-2-yl)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(methyl(oxo)(pyridin-2-yl)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-(methyl(oxo)(pyridin-2-yl)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-(methyl(oxo)(pyridin-2-yl)-X⁶-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-(methyl(oxo)(pyridin-3-yl)-λ⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-ylmethyl)benzamide;N-(methyl(oxo)(pyridin-4-yl)-λ⁶-sulfanylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(methyl(oxo)(pyridin-4-yl)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide;N-(methyl(oxo)(pyridin-4-yl)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrazine-2-carboxamide;N-(methyl(oxo)(pyridin-4-yl)-′/.⁶-sulfanylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyrimidine-2-carboxamide;N-(methyl(oxo)(pyridin-4-yl)-λ⁶-sulfaneylidene)-6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide;N-(methyl(oxo)(pyrimidin-2-yl)-′/.⁶-sulfaneylidene)-4-((5-(trifluromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(methyl(oxo)(pyrimidin-4-yl)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(methyl(oxo)(trifluoromethyl)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide;N-(oxo(pyridin-2-yl)(trifluoromethyl)-′/.⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-((oxo(pyridin-4-yl)(trifluoromethyl)-λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(prop-2-yn-1-ylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-(propylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)-N-((trifluoromethyl)sulfonyl)benzamide;N-methyl-N-(((1-methylazetidin-3-yl)methyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-methyl-N-((oxetan-3-ylmethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-methyl-N-((perfluoroethyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;N-methyl-N-(prop-2-yn-1-ylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide;phenyl(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)biphenyl)imido)-′/.⁶-sulfanone;andpyridin-2-yl(trifluoromethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-X⁶-sulfanone.

The present invention also relates to intermediates useful in thepreparation of the compounds of Formula I. Such intermediates includebut are not limited to 1a and 1b;

wherein L¹, A, L², R¹⁰ are as defined herein before.

The present invention relates to a process for preparing the compoundclaimed in claim 1.

The process of the present invention comprises one or more stepsselected from a to p depending upon the definition of L².

In step (a), a compound of formula 1 is esterified into a compound offormula 2 using suitable esterifying reactant and reagent:

In step (b), the compound of formula 2 by reacting with hydroxyl aminehydrochloride in the presence of suitable base is converted into acompound of formula 3 or the compound of formula 1 by reacting withhydroxyl amine is converted into a compound of formula 3′:

In step (c), the compound of formula 3 and a compound of formula 8 arecyclized to obtain a compound of formula 4 or the compound of formula 3′and a compound of formula 8 are cyclized to obtain a compound of formula5:

In step (d), the compound of formula 4 is hydrolyzed into a compound offormula 5:

In step (e), the compound of formula 5 and a compound of formula 6 arereacted to obtain the compound of formula I:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (f), a compound of formula 6 is reacted with a compound offormula 7 to obtain a compound of formula 1a:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (g), the compound of formula 1a by reacting with hydroxyl aminehydrochloride is converted into a compound of formula 1b:

-   -   wherein, L² steps f to is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (h), the compound of formula 1b and a compound of formula 8 arecyclized to obtain a compound of formula I:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

in step (i), a compound of formula 9 is reacted with ammonium carbamateto obtain a compound of formula 10:

In step (j), the compound of formula 10 is reacted with a compound offormula 11 to obtain a compound of formula 1a:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (k), the compound of formula 1a is reacted with hydroxyl aminehydrochloride to obtain a compound of formula 1b:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (l), the compound of formula 1b and the compound of formula 8are cyclized to obtain the compound of formula I:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

In step (m), the compound of formula 9 is imidized to obtain a compoundof formula 11:

In step (n), the compound of formula 11 is cyclized with the compound offormula 8 to obtain a compound of formula 12:

In step (o), the compound of formula 12 is reacted with ammoniumcarbamate to obtain a compound of formula 13:

In step (p), the compound of formula 13 is reacted with a compound offormula 14 to obtain the compound of formula I:

-   -   wherein, L² is

-   -    an expression “#” on the left side indicates the point of        attachment to A, and an expression “*” on the right side        indicates the point of attachment to R¹⁰.

Compound/s of the present invention can exist as one or morestereoisomers. The various stereoisomers include enantiomers,diastereomers, atropisomers and geometric isomers. One skilled in theart will appreciate that one stereoisomer may be more active and/or mayexhibit beneficial effects when enriched relative to the otherstereoisomer(s) or when separated from the other stereoisomer(s).Additionally, the skilled artisan knows how to separate, enrich, and/orto selectively prepare said stereoisomers. The compound/s of the presentinvention may be present as a mixture of stereoisomers, individualstereoisomers or as an optically active form.

An anion part of the salt in case the compound/s of Formula I is acationic or capable of forming a cation can be inorganic or organic.Alternatively, a cation part of the salt in case the compound/s ofFormula I is an anionic or capable of forming anion can be inorganic ororganic. Examples of inorganic anion part of the salt include but arenot limited to chloride, bromide, iodide, fluoride, sulfate, phosphate,nitrate, nitrite, hydrogen carbonates, hydrogen sulfate. Examples oforganic anion part of the salt include but are not limited to formate,alkanoates, carbonates, acetates, trifluoroacetate, trichloroacetate,propionate, glycolate, thiocyanate, lactate, succinate, malate,citrates, benzoates, cinnamates, oxalates, alkylsulphates,alkylsulphonates, arylsulphonates aryldisulphonates, alkylphosphonates,arylphosphonates, aryldiphosphonates, p-toluenesulphonate, andsalicylate. Examples of inorganic cation part of the salt include butare not limited to alkali and alkaline earth metals. Examples of organiccation part of the salt include but are not limited to pyridine, methylamine, imidazole, benzimidazole, hitidine, phosphazene, tetramethylammonium, tetrabutylammonium, choline and trimethylamine.

Metal ions in metal complexes of the compound/s of Formula I areespecially the ions of the elements of the second main group, especiallycalcium and magnesium, of the third and fourth main group, especiallyaluminium, tin and lead, and also of the first to eighth transitiongroups, especially chromium, manganese, iron, cobalt, nickel, copper,zinc and others. Particular preference is given to the metal ions of theelements of the fourth period and the first to eighth transition groups.Here, the metals can be present in the various valencies that they canassume.

Compound/s selected from Formula I, (including all stereoisomers,N-oxides, and salts thereof), typically may exist in more than one form.Formula I thus includes all crystalline and non-crystalline forms of thecompound/s that Formula I represents. Non-crystalline forms includeembodiments which are solids such as waxes and gums as well asembodiments which are liquids such as solutions and melts. Crystallineforms include embodiments which represent essentially a single crystaltype and embodiments which represent a mixture of polymorphs (i.e.different crystalline types). The term “polymorph” refers to aparticular crystalline form of a chemical compound that can crystallizein different crystalline forms, these forms having differentarrangements and/or conformations of the molecules in the crystallattice. Although polymorphs can have the same chemical composition,they can also differ in composition due to the presence or absence ofco-crystallized water or other molecules, which can be weakly orstrongly bound in the lattice. Polymorphs can differ in such chemical,physical and biological properties as crystal shape, density, hardness,color, chemical stability, melting point, hygroscopicity,suspensibility, dissolution rate and biological availability. Oneskilled in the art will appreciate that a polymorph of a compoundrepresented by Formula I can exhibit beneficial effects (e.g.,suitability for preparation of useful formulations, improved biologicalperformance) relative to another polymorph or a mixture of polymorphs ofthe same compound represented by Formula I. Preparation and isolation ofa particular polymorph of a compound represented by Formula I can beachieved by methods known to those skilled in the art including, forexample, crystallization using selected solvents and temperatures.

In another embodiment the present invention relates to a compositioncomprising the compound/s of Formula I agriculturally acceptable salts,metal complexes, constitutional isomers, stereo-isomers,diastereoisomers, enantiomers, chiral isomers, atropisomers, conformers,rotamers, tautomers, optical isomers, polymorphs, geometric isomers, orN-oxides thereof optionally with one or more additional activeingredient with the auxiliary such as inert carrier or any otheressential ingredient such as surfactants, additives, solid diluents andliquid diluents.

The compound/s of Formula I and the compositions according to theinvention, respectively, are suitable as fungicides. They aredistinguished by an outstanding effectiveness against a broad spectrumof phytopathogenic fungi, including soil-borne fungi, which deriveespecially from the classes of the Plasmodiophoromycetes,Peronosporomycetes (syn. Oomycetes), Chytridiomycetes, Zygomycetes,Ascomycetes, Basidiomycetes and Deuteromycetes (syn. Fungi imperfecti).Some are systemically effective and they can be used in crop protectionas foliar fungicides, fungicides for seed dressing and soil fungicides.Moreover, they are suitable for controlling harmful fungi, which interalia occur in wood or roots of plants.

The compound/s of Formula I and the compositions according to theinvention are particularly important in the control of a multitude ofphytopathogenic fungi on various cultivated plants, such as cereals, e.g. wheat, rye, barley, triticale, oats or rice; beet, e. g. sugar beetor fodder beet; fruits, such as pomes, stone fruits or soft fruits, e.g. apples, pears, plums, peaches, almonds, cherries, strawberries,raspberries, blackberries or gooseberries; leguminous plants, such aslentils, peas, alfalfa or soybeans; oil plants, such as rape, mustard,olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms,ground nuts or soybeans; cucurbits, such as squashes, cucumber ormelons; fiber plants, such as cotton, flax, hemp or jute; citrus fruit,such as oranges, lemons, grapefruits or mandarins; vegetables, such asspinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes,potatoes, cucurbits or paprika; lauraceous plants, such as avocados,cinnamon or camphor; energy and raw material plants, such as corn,soybean, rape, sugar cane or oil palm; corn; tobacco; nuts; coffee; tea;bananas; vines (table grapes and grape juice grape vines); hop; turf;sweet leaf (also called Stevia); natural rubber plants or ornamental andforestry plants, such as flowers, shrubs, broad-leaved trees orevergreens, e. g. conifers; and on the plant propagation material, suchas seeds, and the crop material of these plants. Particularly, thecompound/s of Formula I and the compositions according to the inventionare important in the control of phytopathogenic fungi on soybeans and onthe plant propagation material, such as seeds, and the crop material ofsoybeans. Accordingly, the present invention also includes a compositioncomprising at least one compound of Formula I and seed. The amount ofthe compound/s of Formula I in the composition ranges from 0.1 gai (gramper active ingredient) to 10 kgai (kilogram per active ingredient) per100 kg of seeds.

Preferably, compound/s of Formula I and compositions thereof,respectively are used for controlling a multitude of fungi on fieldcrops, such as potatoes sugar beets, tobacco, wheat, rye, barley, oats,rice, corn, cotton, soybeans, rape, legumes, sunflowers, coffee or sugarcane; fruits; vines; ornamentals; or vegetables, such as cucumbers,tomatoes, beans or squashes.

The term “plant propagation material” is to be understood to denote allthe generative or reproductive parts of the plant such as seeds andvegetative plant material such as cuttings and tubers (c. g. potatoes),which can be used for the multiplication of the plant. This includesseeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts, twigs,flowers, and other parts of plants, including seedlings and youngplants, which are to be transplanted after germination or afteremergence from soil.

These young plants may also be protected before transplantation by atotal or partial treatment by immersion or pouring.

Preferably, treatment of plant propagation materials with compound/s ofFormula I and compositions thereof, respectively, is used forcontrolling a multitude of fungi on cereals, such as wheat, rye, barleyand oats; rice, corn, cotton and soybeans.

The term “cultivated plants” is to be understood as including plantswhich have been modified by breeding, mutagenesis or genetic engineeringincluding but not limiting to agricultural biotech products on themarket or in development (cf. http://cera-gmc.org/, see GM crop databasetherein). Genetically modified plants are plants, which genetic materialhas been so modified by the use of recombinant DNA techniques that undernatural circumstances cannot readily be obtained by cross breeding,mutations or natural recombination. Typically, one or more genes havebeen integrated into the genetic material of a genetically modifiedplant in order to improve certain properties of the plant. Such geneticmodifications also include but are not limited to targetedpost-translational modification of protein(s), oligo- or polypeptides e.g. by glycosylation or polymer additions such as prenylated, acetylatedor farnesylated moieties or PEG moieties. Plants that have been modifiedby breeding, mutagenesis or genetic engineering, e. g. have beenrendered tolerant to applications of specific classes of herbicides,such as auxin herbicides such as dicamba or 2,4-D; bleacher herbicidessuch as hydroxylphenylpyruvate dioxygenase (HPPD) inhibitors or phytoenedesaturase (PDS) inhibitors; acetolactate synthase (ALS) inhibitors suchas sulfonyl ureas or imidazolinones; enolpyruvylshikimate-3-phosphatesynthase (EPSPS) inhibitors, such as glyphosate; glutamine synthetase(GS) inhibitors such as glufosinate; protoporphyrinogen-IX oxidaseinhibitors; lipid biosynthesis inhibitors such as acetyl CoA carboxylase(ACCase) inhibitors; or oxynil (i. e. bromoxynil or ioxynil) herbicidesas a result of conventional methods of breeding or genetic engineering.Furthermore, plants have been made resistant to multiple classes ofherbicides through multiple genetic modifications, such as resistance toboth glyphosate and glufosinate or to both glyphosate and a herbicidefrom another class such as ALS inhibitors, IIPPD inhibitors, auxinherbicides, or ACCase inhibitors. These herbicide resistancetechnologies are e. g. described in Pest Managem. Sci. 61, 2005, 246;61, 2005, 258; 61, 2005, 277; 61, 2005, 269; 61, 2005, 286; 64, 2008,326; 64, 2008, 332; Weed Sci. 57, 2009, 108; Austral. J. Agricult. Res.58, 2007, 708; Science 316, 2007, 1 185; and references quoted therein.Several cultivated plants have been rendered tolerant to herbicides byconventional methods of breeding (mutagenesis), e. g. Clearfield® summerrape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e. g.imazamox, or ExpressSun® sunflowers (DuPont, USA) being tolerant tosulfonyl ureas, e. g. tribenuron. Genetic engineering methods have beenused to render cultivated plants such as soybean, cotton, corn, beetsand rape, tolerant to herbicides such as glyphosate and glufosinate,some of which are commercially available under the trade namesRoundupReady (glyphosate-tolerant, Monsanto, U.S.A.), Cultivance®(imidazolinone tolerant, BASF SE, Germany) and LibertyLink®(glufosinate-tolerant, Bayer CropScience, Germany).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more insecticidal proteins,especially those known from the bacterial genus Bacillus, particularlyfrom Bacillus thuringiensis, such as δ-endotoxins, e. g. CrylA(b),CrylA(c), CrylF, CrylF(a2), CrylIA(b), CrylIIA, CrylIIB(b1) or Cry9c;vegetative insecticidal proteins (VIP), e. g. VIP1, VIP2, VIP3 or VIP3A;insecticidal proteins of bacteria colonizing nematodes, e. g.Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, suchas scorpion toxins, arachnid toxins, wasp toxins, or otherinsect-specific neurotoxins; toxins produced by fungi, suchStreptomycetes toxins, plant lectins, such as pea or barley lectins;agglutinins; proteinase inhibitors, such as trypsin inhibitors, serineprotease inhibitors, patatin, cystatin or papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ionchannel blockers, such as blockers of sodium or calcium channels;juvenile hormone esterase; diuretic hormone receptors (helicokininreceptors); stilbene synthase, bibenzyl synthase, chitinases orglucanases. In the context of the present invention these insecticidalproteins or toxins are to be understood expressly also as pre-toxins,hybrid proteins, truncated or otherwise modified proteins. Hybridproteins are characterized by a new combination of protein domains,(see, e. g. WO02/015701). Further examples of such toxins or geneticallymodified plants capable of synthesizing such toxins are disclosed, e.g., in EP374753, WO93/007278, WO95/34656, EP427 529, EP451 878,WO03/18810 and WO03/52073. The methods for producing such geneticallymodified plants are generally known to the person skilled in the art andare described, e. g. in the publications mentioned above. Theseinsecticidal proteins contained in the genetically modified plantsimpart to the plants producing these proteins tolerance to harmful pestsfrom all taxonomic groups of arthropods, especially to beetles(Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) andto nematodes (Nematoda). Genetically modified plants capable tosynthesize one or more insecticidal proteins are, e. g., described inthe publications mentioned above, and some of which are commerciallyavailable such as YieldGard® (corn cultivars producing the CrylAbtoxin), YieldGard® Plus (corn cultivars producing CrylAb and Cry3Bbltoxins), Starlink® (com cultivars producing the Cry9c toxin), Herculex®RW (corn cultivars producing Cry34Abl, Cry35Abl and the enzymephosphinothricin-N-acetyltransferase [PAT]); NuCOTN® 33B (cottoncultivars producing the CrylAc toxin), Bollgard® I (cotton cultivarsproducing the Cryl Ac toxin), Bollgard® II (cotton cultivars producingCrylAc and Cry2Ab2 toxins); VTPCOT® (cotton cultivars producing aVIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin);Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Btl 1 (e. g.Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivarsproducing the CrylAb toxin and PAT enyzme), MIR604 from Syngenta SeedsSAS, France (corn cultivars producing a modified version of the Cry3Atoxin, c.f. WO 03/018810), MON 863 from Monsanto Europe S.A., Belgium(corn cultivars producing the Cry3Bbl toxin), IPC 531 from MonsantoEurope S.A., Belgium (cotton cultivars producing a modified version ofthe CrylAc toxin) and 1507 from Pioneer Overseas Corporation, Belgium(corn cultivars producing the Cryl F toxin and PAT enzyme).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe resistance or tolerance of those plants to bacterial, viral orfungal pathogens. Examples of such proteins are the so-called“pathogenesis-related proteins”

(PR proteins, see, e. g. EP392225), plant disease resistance genes (e.g. potato cultivars, which express resistance genes acting againstPhytophthora infestans derived from the Mexican wild potato Solanumbulbocastanum) or T4-lysozym (e. g. potato cultivars capable ofsynthesizing these proteins with increased resistance against bacteriasuch as Erwinia amylvora). The methods for producing such geneticallymodified plants are generally known to the person skilled in the art andare described, e. g. in the publications mentioned above.

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe productivity (e. g. bio mass production, grain yield, starchcontent, oil content or protein content), tolerance to drought, salinityor other growth-limiting environmental factors or tolerance to pests andfungal, bacterial or viral pathogens of those plants.

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve human or animalnutrition, e. g. oil crops that produce health-promoting long-chainomega-3 fatty acids or unsaturated omega-9 fatty acids (e. g. Nexera®rape, DOW Agro Sciences, Canada).

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve raw materialproduction, e. g. potatoes that produce increased amounts of amylopectin(e. g. Amflora® potato, BASF SE, Germany).

The present invention also relates to a method for controlling orpreventing infestation of plants by phytopathogenic micro-organisms inagricultural crops and or horticultural crops wherein an effectiveamount of at least one compound of formula I or the combination of thepresent invention or the composition of the present invention, isapplied to the seeds of plants. The compound/s, combination/s andcomposition/s of the present invention can be used for controlling orpreventing plant diseases. The compound/s of Formula I and compositionsthereof, respectively, are particularly suitable for controlling thefollowing plant diseases:

Albugo spp. (white rust) on ornamentals, vegetables (e. g. A. candida)and sunflowers (e. g. A. tragopogonis); Altemaria spp. (Alternaria leafspot) on vegetables, rape (A. brassicola or brassicae), sugar beets (A.tenuis), fruits, rice, soybeans, potatoes (e. g. A. solani or A.alternata), tomatoes (e. g. A. solani or A. alternata) and wheat;Aphanomyces spp. on sugar beets and vegetables; Ascochyta spp. oncereals and vegetables, e. g. A. tritici (anthracnose) on wheat and A.hordei on barley; Bipolaris and Drechslera spp. (teleomorph:Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northernleaf blight (B. zeicola) on corn, e. g. spot blotch (6. sorokiniana) oncereals and e. g. B. oryzae on rice and turfs; Blumeria (formerlyErysiphe) graminis (powdery mildew) on cereals (e. g. on wheat orbarley); Botrytis cinerea (teleomorph: Botryotinia fuceliana: grey mold)on fruits and berries (e. g. strawberries), vegetables (e. g. lettuce,carrots, celery and cabbages), rape, flowers, vines, forestry plants andwheat; Bremia lactucae (downy mildew) on lettuce; Ceratocystis (syn.Ophiostoma) spp. (rot or wilt) on broad-leaved trees and evergreens, e.g. C. ulmi (Dutch elm disease) on elms; Cercospora spp. (Cercospora leafspots) on corn (e. g. Gray leaf spot: C. zeae-maydis), rice, sugar beets(e. g. C. beticola), sugar cane, vegetables, coffee, soybeans (e. g. C.sojina or C. kikuchii) and rice; Cladosporium spp. on tomatoes (e. g. C.fulvum: leaf mold) and cereals, e. g. C. herbarum (black ear) on wheat;Claviceps purpurea (ergot) on cereals; Cochliobolus (anamorph:Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum),cereals (e. g. C. sativus, anamorph: B. sorokiniana) and rice (e. g. C.miyabeanus, anamorph: H. oryzae); Colletotrichum (teleomorph:Glomerella) spp. (anthracnose) on cotton (e. g. C. gossypii), corn (e.g. C. graminicola: Anthracnose stalk rot), soft fruits, potatoes (e. g.C. coccodes: black dot), beans (e. g. C. lindemuthianum) and soybeans(e. g. C. truncatum or C. gloeosporioides); Corticium spp., e. g. C.sasakii (sheath blight) on rice; Corynespora cassiicola (leaf spots) onsoybeans and ornamentals; Cycloconium spp., e. g. C. oleaginum on olivetrees; Cylindrocarpon spp. (e. g. fruit tree canker or young vinedecline, teleomorph: Nectria or Neonectria spp.) on fruit trees, vines(e. g. C. liriodendri, teleomorph: Neonectria liriodendri: Black FootDisease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix(root and stem rot) on soybeans; Diaporthe spp., e. g. D. phaseolorum(damping off) on soybeans; Drechslera (syn. Helminthosporium,teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e. g. D.teres, net blotch) and wheat (e. g. D. tritici-repentis: tan spot), riceand turf; Esca (dieback, apoplexy) on vines, caused by Formitiporia(syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora(earlier Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilumand/or Botryosphaeria obtusa; Elsinoe spp. on pome fruits (£. pyri),soft fruits (£. veneta: anthracnose) and vines (£. ampelina:anthracnose); Entyloma oryzae (leaf smut) on rice; Epicoccum spp. (blackmold) on wheat; Erysiphe spp. (powdery mildew) on sugar beets (£.betae), vegetables (e. g. E. pisi), such as cucurbits (e. g. E.cichoracearum), cabbages, rape (e. g. E. cruciferarum); Eutypa lata(Eutypa canker or diehack, anamorph: Cytosporina lata, syn. Libertellablepharis) on fruit trees, vines and ornamental woods; Exserohilum (syn.Helminthosporium) spp. on corn (e. g. E. turcicum); Fusarium(teleomorph: Gibberella) spp. (wilt, root or stem rot) on variousplants, such as F. graminearum or F. culmorum (root rot, scab or headblight) on cereals (e. g. wheat or barley), F. oxysporum on tomatoes, F.solani (f. sp. glycines now syn. F. virguliforme) and F. tucumaniae andF. brasiliense each causing sudden death syndrome on soybeans, and F.verticillioides on corn; Gaeumannomyces graminis (take-all) on cereals(e. g. wheat or barley) and corn; Gibberella spp. on cereals (e. g. G.feae) and rice (e. g. G. fujikuroi: Bakanae disease); Glomerellacingulata on vines, pome fruits and other plants and G. gossypii oncotton; Grainstaining complex on rice; Guignardia bidwellii (black rot)on vines; Gymnosporangium spp. on rosaceous plants and junipers, e. g.G. sabinae (rust) on pears; Helminthosporium spp. (syn. Drechslera,teleomorph: Cochliobolus) on corn, cereals and rice; Hemileia spp., e.g. H. vastatrix (coffee leaf rust) on coffee; Isariopsis clavispora(syn. Cladosporium vitis) on vines; Macrophomina phaseolina (syn.phaseoli) (root and stem rot) on soybeans and cotton; Microdochium (syn.Fusarium) nivale (pink snow mold) on cereals (e. g. wheat or barley);Microsphaera diffusa (powdery mildew) on soybeans; Monilinia spp., e. g.M. laxa, M. fructicola and M. fructigena (bloom and twig blight, brownrot) on stone fruits and other rosaceous plants; Mycosphaerella spp. oncereals, bananas, soft fruits and ground nuts, such as e. g. M.graminicola (anamorph: Septoria tritici, Septoria blotch) on wheat or M.fijiensis (black Sigatoka disease) on bananas; Peronospora spp. (downymildew) on cabbage (e. g. P. brassicae), rape (e. g. P. parasitica),onions (e. g. P. destructor), tobacco (P. tabacina) and soybeans (e. g.P. manshurica); Phakopsora pachyrhizi and P. meibomiae (soybean rust) onsoybeans; Phialophora spp. e. g. on vines (e. g. P. tracheiphila and P.tetraspora) and soybeans (e. g. P. gregata: stem rot); Phoma lingam(root and stem rot) on rape and cabbage and P. betae (root rot, leafspot and damping-off) on sugar beets; Phomopsis spp. on sunflowers,vines (e. g. P. viticola: can and leaf spot) and soybeans (e. g. stemrot: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis(brown spots) on corn; Phytophthora spp. (wilt, root, leaf, fruit andstem root) on various plants, such as paprika and cucurbits (e. g. P.capsici), soybeans (e. g. P. megasperma, syn. P. sojae), soybeans,potatoes and tomatoes (e. g. P. infestans: late blight) and broad-leavedtrees (e. g. P. ramorum: sudden oak death); Plasmodiophora brassicae(club root) on cabbage, rape, radish and other plants; Plasmopara spp.,e. g. P. viticola (grapevine downy mildew) on vines and P. halstedii onsunflowers; Podosphaera spp. (powdery mildew) on rosaceous plants, hop,pome and soft fruits, e. g. P. leucotricha on apples; Polymyxa spp., e.g. on cereals, such as barley and wheat (P. graminis) and sugar beets(P. betae) and thereby transmitted viral diseases; Pseudocercosporellaherpotrichoides (eyespot, teleomorph: Tapesia yallundae) on cereals, e.g. wheat or barley; Pseudoperonospora (downy mildew) on various plants,e. g. P. cubensis on cucurbits or P. humili on hop; Pseudopeziculatracheiphila (red fire disease or .rotbrenner’, anamorph: Phialophora)on vines; Puccinia spp. (rusts) on various plants, e. g. P. triticina(brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei(dwarf rust), P. graminis (stem or black rust) or P. recondita (brown orleaf rust) on cereals, such as e. g. wheat, barley or rye, P. kuehnii(orange rust) on sugar cane and P. asparagi on asparagus; Pyrenophora(anamorph: Drechslera) tritici-repentis (tan spot) on wheat or P. teres(net blotch) on barley; Pyricularia spp., e. g. P. oryzae (teleomorph:Magnaporthe grisea, rice blast) on rice and P. grisea on turf andcereals; Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton,rape, sunflowers, soybeans, sugar beets, vegetables and various otherplants (e. g. P. ultimum or P. aphanidermatum); Ramularia spp., e. g. R.collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barleyand R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice,potatoes, turf, corn, rape, potatoes, sugar beets, vegetables andvarious other plants, e. g. R. solani (root and stem rot) on soybeans,R. solani (sheath blight) on rice or R. cerealis (Rhizoctonia springblight) on wheat or barley; Rhizopus stolonifer (black mold, soft rot)on strawberries, carrots, cabbage, vines and tomatoes; Rhynchosporiumsecalis (scald) on barley, rye and triticale; Sarocladium oryzae and S.attenuatum (sheath rot) on rice; Sclerotinia spp. (stem rot or whitemold) on vegetables and field crops, such as rape, sunflowers (e. g. S.sclerotiorum) and soybeans (e. g. S. rolfsii or S. sclerotiorum);Septoria spp. on various plants, e. g. S. glycines (brown spot) onsoybeans, S. tritici (Septoria blotch) on wheat and S. (syn.Stagonospora) nodorum (Stagonospora blotch) on cereals; Uncinula (syn.Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines;Setospaeria spp. (leaf blight) on corn (e. g. S. turcicum, syn.Helminthosporium turcicum) and turf; Sphacelotheca spp. (smut) on corn,(e. g. S. reiliana: head smut), sorghum and sugar cane; Sphaerothecafuliginea (powdery mildew) on cucurbits; Spongospora subterranea(powdery scab) on potatoes and thereby transmitted viral diseases;Stagonospora spp. on cereals, e. g. S. nodorum (Stagonospora blotch,teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum) on wheat;Synchytrium endobioticum on potatoes (potato wart disease); Taphrinaspp., e. g. T. deformans (leaf curl disease) on peaches and T. pruni(plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco,pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn.Chalara elegans); Tilletia spp. (common bunt or stinking smut) oncereals, such as e. g. T. tritici (syn. T. caries, wheat bunt) and T.controversa (dwarf bunt) on wheat; Typhula incamata (grey snow mold) onbarley or wheat; Urocystis spp., e. g. U. occulta (stem smut) on rye;Uromyces spp. (rust) on vegetables, such as beans (e. g. U.appendiculatus, syn. U. phaseoli) and sugar beets (e. g. U. betae);Ustilago spp. (loose smut) on cereals (e. g. U. nuda and U. avaenae),corn (e. g. U. maydis: corn smut) and sugar cane; Venturia spp. (scab)on apples (e. g. V. inaequalis) and pears; and Verticillium spp. (wilt)on various plants, such as fruits and ornamentals, vines, soft fruits,vegetables and field crops, e. g. V. dahliae on strawberries, rape,potatoes and tomatoes.

The compounds of formula I, the combinations or the compositions thereofmay be used to treat several fungal pathogens. Non-limiting examples ofpathogens of fungal diseases which can be treated in accordance with theinvention include:

Ustilaginales such as Ustilaginoidect vireos, Ustilago nuda, Ustilagotritici, Ustilago zeae, rusts for example those caused by Puccinialessuch as Cerotelium fid, Chrysomyxa arctostaphyli, Coleosporium ipomoeae,Hemileia vastatrix, Puccinia arachidis, Puccinia cacabata, Pucciniagraminis, Puccinia recondita, Puccinia sorghi, Puccinia hordei, Pucciniastriiformis f.sp. Hordei, Puccinia striiformis f.sp. Secalis,Pucciniastrum coryli, or Uredinales such as Cronartium ribicola,Gymnosporangium juniperi-viginianae, Melampsora medusae, Phakopsorapachyrhizi, Phragmidium mucronatum, Physopella ampelosidis, Tranzscheliadiscolor and Uromyces viciae-fabae; and other rots and diseases such asthose caused by Cryptococcus spp., Exobasidium vexans, Marasrniellusinoderma, Mycena spp., Sphacelotheca reiliana, Typhula ishikariensis,Urocystis agropyri, Itersonilia perplexans, Corticium invisum,Laetisaria fuciformis, Waitea circinata, Rhizoctonia solani,Thanetephorus cucurnzeris, Entyloma dahliae, Entylonzella nzicrospora,Neovossia nzoliniae and Tilletia caries. Blastocladiomycetes, such asPhysoderma maydis. Mucoromycetes, such as Choanephora cucurbitarum;Mucor spp.; and Rhizopus arrhizus,

In another embodiment diseases caused by rust disease pathogens, forexample Gymnospomngium species, for example Gymnospomngium sabinae,Hemileia species, for example Hemileia vastatrix; Phakopsora species,for example Phakopsora pachyrhizi or Phakopsora meibomiae\ Pucciniaspecies, for example Puccinia recondita, Puccinia graminis oder Pucciniastrif ormis; Uromyces species, for example Uromyces appendiculatus;

In particular, Cronartium ribicola (White pine blister rust);Gymnospomngium juniperi-virginianae (Cedar-apple rust); Hemileiavastatrix (Coffee rust); Phakopsora meibomiae and P. pachyrhizi (Soybeanrust); Puccinia coronata (Crown Rust of Oats and Ryegrass); Pucciniagraminis (Stem rust of wheat and Kentucky bluegrass, or black rust ofcereals); Puccinia hemerocallidis (Daylily rust); Puccinia persistenssubsp. triticina (wheat rust or ‘brown or red rust’); Puccinia sorghi(rust in corn); Puccinia strilformis (‘Yellow rust’ in cereals);Uromyces appendiculatus (rust of beans); Uromyces phaseoli (Bean rust);Puccinia melanocephata (‘Brown rust’ in sugarcane); Puccinia kuehnii(‘Orange rust’ in sugarcane).

Plants which can be treated in accordance with the invention include thefollowing: cotton, flax, grapevine, fruits, vegetables, such as Rosaceaesp (for example pome fruits such as apples, pears, apricots, cherries,almonds and peaches), Ribesioidae sp., Juglandaceae sp., Betulaceae sp.,Anacardiaceae sp., Fagaceae sp., Moraceae sp., Oleaceae sp.,Actinidaceae sp., Lauraceae sp., Musaceae sp. (for example banana treesand plantations), Rubiaceae sp. (for example coffee), Theaceae sp.,Sterculiceae sp., Rutaceae sp. (for example lemons, oranges andgrapefruit); Vitaceae sp. (for example grapes); Solanaceae sp. (forexample tomatoes, peppers), Liljaceae sp., Asteraceae sp. (for examplelettuce), Umbelliferae sp., Cruciferae sp., Chenopodiaceae sp.,Cucurbitaceae sp. (for example cucumber), Alliaceae sp. (for exampleleek, onion), Papilionaceae sp. (for example peas); major crop plants,such as Poaceae/Gramineae sp. (for example maize, turf, cereals such aswheat, rye, rice, barley, oats, millet and triticale), Asteraceae sp.(for example sunflower), Brassicaceae sp. (for example white cabbage,red cabbage, broccoli, cauliflower, Bmssels sprouts, pak choi, kohlrabi,radishes, and oilseed rape, mustard, horseradish and cress), Fabacae sp.(for example bean, peanuts), Papilionaceae sp. (for example soya bean),Solanaceae sp. (for example potatoes), Chenopodiaceae sp. (for examplesugar beet, fodder beet, swiss chard, beetroot); Malvaceae (for examplecotton); useful plants and ornamental plants for gardens and woodedareas; and genetically modified varieties of each of these plants.

More preference is given to controlling the following diseases of soyabeans: Fungal diseases on leaves, stems, pods and seeds caused, forexample, by Altemaria leaf spot (Altemaria spec. atrans tenuissima),Anthracnose (Colletotrichum gloeosporoides dematium var. truncatum),brown spot (Septoria glycines), cercospora leaf spot and blight(Cercospora kikuchii), choanephora leaf blight (Choanephorainfundibulifera trispora (Syn.)), dactuliophora leaf spot (Dactuliophoraglycines), downy mildew (Peronospora manshurica), drechslera blight(Drechslera glycini) frogeye leaf spot (Cercospora sojina),leptosphaerulina leaf spot (Leptosphaerulina trifolii), phyllostica leafspot (Phyllosticta sojaecola), pod and stem blight (Phomopsis sojae),powdery mildew (Microsphaera diffusa), pyrenochaeta leaf spot(Pyrenochaeta glycines), rhizoctonia aerial, foliage, and web blight(Rhizoctonia solani), rust (Phakopsora pachyrhizi, Phakopsorameibomiae), scab (Sphaceloma glycines), stemphylium leaf blight(Stemphylium botryosum), target spot (Corynespora cassiicola).

Fungal diseases on roots and the stem base caused, for example, by blackroot rot (Calonectiia crotalariae), charcoal rot (Macrophominaphaseolina), fusarium blight or wilt, root rot, and pod and collar rot(Fusarium oxysporum, Fusarium orthoceras, Fusarium semitectum, Fusariumequiseti), mycoleptodiscus root rot (Mycoleptodiscus terrestris),neocosmospora (Neocosmospora vasinfecta), pod and stem blight (Diaporthephaseolorum), stem canker (Diaporthe phaseolorum var. caulivora),phytophthora rot (Phytophthora nzegaspertzza), brown stem rot(Phialophora gregata), pythium rot (Pythium aphanidermatum, Pythiumirregulare, Pythium debaryanum, Pythium myriotylum, Pythium ultimum),rhizoctonia root rot, stem decay, and damping-off (Rhizoctonia solani),sclerotinia stem decay (Sclerotinia sclerotiorum), Sclerotinia southernblight (Sclerotinia roffsii), thielaviopsis root rot (Thielaviopsisbasicola).

The present invention also relates to the use of compounds of formula 1,the combinations or the compositions thereof for controlling orpreventing the following plant diseases: Puccinia spp. (rusts) onvarious plants, for example, but not limited to P. triticina (brown orleaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarfrust), P. graminis (stem or black rust) or P. recondita (brown or leafrust) on cereals, such as e. g. wheat, barley or rye and Phakopsoraceaespp. on various plants, in particular Phakopsora pachyrhizi and P.meibomiae (soybean rust) on soybeans, Ilemileia vastatrix (Coffee rust),Uromyces appendiculatus, Uromyces fabae and Uromyces phaseoli (rust ofbeans).

The present invention further relates to the use of compounds of formulaI, the combinations or the compositions thereof for controlling orpreventing against phytopathogenic fungi such as Phakopsora pachyrhizi,Phakopsora meibomiae, of agricultural crops and or horticultural crops.

The compounds of Formula I, the combinations and the compositionsthereof, respectively, are also suitable for controlling harmful fungiin the protection of stored products or harvest and in the protection ofmaterials. The term “protection of materials” is to be understood todenote the protection of technical and non-living materials, such asadhesives, glues, wood, paper and paperboard, textiles, leather, paintdispersions, plastics, cooling lubricants, fiber or fabrics, against theinfestation and destruction by harmful microorganisms, such as fungi andbacteria.

As to the protection of wood and other materials, the particularattention is paid to the following harmful fungi: Ascomycetes such asOphiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophomaspp., Chaetomium spp., Humicola spp., Petriella spp., Trichuras spp.;Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllumspp., Lentinus spp., Pleurotus spp., Porl′a spp., Serpula spp. andTyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporiumspp., Penicillium spp., Trichoderma spp., Altemaria spp., Paecilomycesspp. and Zygomycetes such as Mucor spp., and in addition in theprotection of stored products and harvest the following yeast fungi areworthy of note: Candida spp. and Saccharomyces cerevisae.

In one embodiment the compound/s of Formula I, the combinations and thecompositions thereof, respectively, are particularly suitable forcontrolling the following plant diseases: Phakopsora pachyrhizi and P.meibomiae (soybean rust) on soybeans.

The present invention further relates to a method for controlling orpreventing phytopathogenic fungi. The method comprises treating thefungi or the materials, plants, plant parts, locus thereof, soil orseeds to be protected against fungal attack, with an effective amount ofat least one compound of Formula I or the combinations or thecompositions comprising at least one compound of Formula I.

The method of treatment according to the invention can also be used inthe field of protecting stored products or harvest against attack offungi and microorganisms. According to the present invention, the term“stored products” is understood to denote natural substances of plant oranimal origin and their processed forms, which have been taken from thenatural life cycle and for which long-term protection is desired. Storedproducts of crop plant origin, such as plants or parts thereof, forexample stalks, leafs, tubers, seeds, fruits or grains, can be protectedin the freshly harvested state or in processed form, such as pre-dried,moistened, comminuted, ground, pressed or roasted, which process is alsoknown as post-harvest treatment. Also falling under the definition ofstored products is timber, whether in the form of crude timber, such asconstruction timber, electricity pylons and barriers, or in the form offinished articles, such as furniture or objects made from wood. Storedproducts of animal origin are hides, leather, furs, hairs and the like.The combinations according the present invention can preventdisadvantageous effects such as decay, discoloration or mold. Preferably“stored products” is understood to denote natural substances of plantorigin and their processed forms, more preferably fruits and theirprocessed forms, such as pomes, stone fruits, soft fruits and citrusfruits and their processed forms.

The compound/s of Formula I, the combinations and the compositionsthereof, respectively, may be used for improving the health of a plant.The invention also relates to a method for improving plant health bytreating a plant, its propagation material and/or the locus where theplant is growing or is to grow with an effective amount of compound/s Iand compositions thereof, respectively.

The term “plant health” is to be understood to denote a condition of theplant and/or its products which is determined by several indicatorsalone or in combination with each other such as yield (e. g. increasedbiomass and/or increased content of valuable ingredients), plant vigor(e. g. improved plant growth and/or greener leaves (“greening effect”)),quality (e. g. improved content or composition of certain ingredients)and tolerance to abiotic and/or biotic stress. The above identifiedindicators for the health condition of a plant may be interdependent ormay result from each other.

The compound/s of Formula I can be present in different crystalmodifications or polymorphs whose biological activity may differ. Theyare likewise subject matter of the present invention.

The compound/s of Formula I are employed as such or in the form ofcompositions for treating the fungi or the plants, plant propagationmaterials, such as seeds, soil, surfaces, materials or rooms to beprotected from fungal attack with a fungicidally effective amount of theactive substances. The application can be carried out both before andafter the infection of the plants, plant propagation materials, such asseeds, soil, surfaces, materials or rooms by the fungi.

Plant propagation materials may be treated with compound/s of Formula I,the combinations and the compositions thereof protectively either at orbefore planting or transplanting.

The invention also relates to agrochemical compositions comprising anauxiliary and at least one compound of Formula I.

An agrochemical composition comprises a fungicidally effective amount ofa compound of Formula I. The term “effective amount” denotes an amountof the composition or of the compound/s of Formula I, which issufficient for controlling harmful fungi on cultivated plants or in theprotection of materials and which does not result in a substantialdamage to the treated plants. Such an amount can vary in a broad rangeand is dependent on various factors, such as the fungal species to becontrolled, the treated cultivated plant or material, the climaticconditions and the specific compound of Formula I used.

The compound/s of Formula I, their oxides, metal complexes, isomers,polymorphs or the agriculturally acceptable salts thereof can beconverted into customary types of agrochemical compositions, e. g.solutions, emulsions, suspensions, dusts, powders, pastes, granules,pressings, capsules, and mixtures thereof. Examples for compositiontypes are suspensions (e. g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC),pastes, pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS),pressings (e. g. BR, TB, DT), granules (e. g. WG, SG, GR, FG, GG, MG),insecticidal articles (e. g. LN), as well as gel formulations for thetreatment of plant propagation materials such as seeds (e. g. GF). Theseand further compositions types are defined in the “Catalogue ofpesticide formulation types and international coding system”, TechnicalMonograph No. 2, eh Ed. May 2008, CropLife International.

The compositions are prepared in a known manner, such as described byMollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001;or Knowles, New developments in crop protection product formulation,Agrow Reports DS243, T&F Informa, London, 2005.

Suitable auxiliaries are solvents, liquid carriers, solid carriers orfillers, surfactants, dispersants, emulsifiers, wetters, adjuvants,solubilizers, penetration enhancers, protective colloids, adhesionagents, thickeners, humectants, repellents, attractants, feedingstimulants, compatibilizers, bactericides, anti-freezing agents,anti-foaming agents, colorants, tackifiers and binders.

Suitable solvents and liquid carriers are water and organic solvents,such as mineral oil fractions of medium to high boiling point, e. g.kerosene, diesel oil; oils of vegetable or animal origin; aliphatic,cyclic and aromatic hydrocarbons, e. g. toluene, paraffin,tetrahydronaphthalene, alkylated naphthalenes; alcohols, e. g. ethanol,propanol, butanol, benzyl alcohol, cyclohexanol; glycols; DMSO; ketones,e. g. cyclohexanone; esters, e. g. lactates, carbonates, fatty acidesters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides,e. g. N-methyl pyrrolidone, fatty acid dimethyl amides; and mixturesthereof. Suitable solid carriers or fillers are mineral earths, e. g.silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays,dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesiumsulfate, magnesium oxide; polysaccharides, e. g. cellulose, starch;fertilizers, e. g. ammonium sulfate, ammonium phosphate, ammoniumnitrate, ureas; products of vegetable origin, e. g. cereal meal, treebark meal, wood meal, nutshell meal, and mixtures thereof.

Suitable surfactants are surface-active compounds, such as anionic,cationic, nonionic and amphoteric surfactants, block polymers,polyelectrolytes, and mixtures thereof. Such surfactants can be used asemulsifier, dispersant, solubilizer, wetter, penetration enhancer,protective colloid, or adjuvant. Examples of surfactants are listed inMcCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon'sDirectories, Glen Rock, USA, 2008 (International Ed. or North AmericanEd.).

Suitable anionic surfactants are alkali, alkaline earth or ammoniumsalts of sulfonates, sulfates, phosphates, carboxylates, and mixturesthereof. Examples of sulfonates are alkylaryl sulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates offatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonatesof alkoxylated arylphenols, sulfonates of condensed naphthalenes,sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenesand alkyl naphthalenes, sulfosuccinates or sulfosuccinamates. Examplesof sulfates are sulfates of fatty acids and oils, of ethoxylatedalkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acidesters. Examples of phosphates are phosphate esters. Examples ofcarboxylates are alkyl carboxylates, and carboxylated alcohol oralkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates,N-substituted fatty acidamides, amine oxides, esters, sugar-based surfactants, polymericsurfactants, and mixtures thereof. Examples of alkoxylates are compoundssuch as alcohols, alkylphenols, amines, amides, arylphenols, fatty acidsor fatty acid esters which have been alkoxylated with 1 to 50equivalents. Ethylene oxide and/or propylene oxide may be employed forthe alkoxylation, preferably ethylene oxide.

Examples of N-substituted fatty acid amides are fatty acid glucamides orfatty acid alkanolamides. Examples of esters are fatty acid esters,glycerol esters or monoglycerides. Examples of sugar-based surfactantsare sorbitans, ethoxylated sorbitans, sucrose and glucose esters oralkylpolyglucosides. Examples of polymeric surfactants are home- orcopolymers of vinyl pyrrolidone, vinyl alcohols, or vinyl acetate.

Suitable cationic surfactants are quaternary surfactants, for ex amplequaternary ammonium compounds with one or two hydrophobic groups, orsalts of long-chain primary amines. Suitable amphoteric surfactants arealkylbetains and imidazolines. Suitable block polymers are blockpolymers of the A-B or A-B-A type comprising blocks of polyethyleneoxide and polypropylene oxide, or of the A-B-C type comprising alkanol,polyethylene oxide and polypropylene oxide. Suitable polyelectrolytesare polyacids or polybases. Examples of polyacids are alkali salts ofpolyacrylic acid or polyacid comb polymers. Examples of polybases arepolyvinyl amines or polyethylene amines.

Suitable adjuvants are compounds, which have a negligible or even nopesticidal activity themselves, and which improve the biologicalperformance of the compounds of Formula I on the target. Examples aresurfactants, mineral or vegetable oils, and other auxiliaries. Furtherexamples are listed by Knowles, Adjuvants and additives, Agrow ReportsDS256, T&F Informa UK, 2006, chapter 5.

Suitable thickeners are polysaccharides (c. g. xanthan gum,carboxymethyl cellulose), inorganic clays (organically modified orunmodified), polycarboxylates, and silicates.

Suitable bactericides are bronopol and isothiazolinone derivatives suchas alkylisothiazolinones and benzisothiazolinones.

Suitable anti-freezing agents are ethylene glycol, propylene glycol,urea and glycerin.

Suitable anti-foaming agents are silicones, long chain alcohols, andsalts of fatty acids.

Suitable colorants (e. g. in red, blue, or green) are pigments of lowwater solubility and water-soluble dyes. Examples are inorganiccolorants (c. g. iron oxide, titan oxide, iron hexacyanoferrate) andorganic colorants (e. g. alizarin-, azo- and phthalocyanine colorants).

Suitable tackifiers or binders are polyvinyl pyrrolidones, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or syntheticwaxes, and cellulose ethers.

Examples for composition types and their preparation are:

i) Water-Soluble Concentrates (SL, LS)

10-60 wt % of a compound of Formula I and 5-15 wt % wetting agent (e. g.alcohol alkoxylates) are dissolved in water and/or in a water-solublesolvent (e. g. alcohols) ad 100 wt %. The active substance dissolvesupon dilution with water.

ii) Dispersible Concentrates (DC)

5-25 wt % of a compound of Formula I and 1-10 wt % dispersant (e. g.polyvinyl pyrrolidone) are dissolved in organic solvent (c. g.cyclohexanone) ad 100 wt %. Dilution with water gives a dispersion.

iii) Emulsifiable Concentrates (EC)

15-70 wt % of a compound of Formula I and 5-10 wt % emulsifiers (e. g.calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolvedin water-insoluble organic solvent (c. g. aromatic hydrocarbon) ad 100wt %. Dilution with water gives an emulsion.

iv) Emulsions (EW, EO, ES)

5-40 wt % of a compound of Formula I and 1-10 wt % emulsifiers (c. g.calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolvedin 20-40 wt % water-insoluble organic solvent (e. g. aromatichydrocarbon). This mixture is introduced into water ad 100 wt % by meansof an emulsifying machine and made into a homogeneous emulsion. Dilutionwith water gives an emulsion.

v) Suspensions (SC, OD, FS)

In an agitated ball mill, 20-60 wt % of a compound of Formula I arecomminuted with addition of 2-10 wt % dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0.1-2 wt % thickener(e. g. xanthan gum) and water ad 100 wt % to give a fine activesubstance suspension. Dilution with water gives a stable suspension ofthe active substance. For FS type composition up to 40 wt % hinder (e.g. polyvinyl alcohol) is added.

vi) Water-Dispersible Granules and Water-Soluble Granules (WG, SG)

50-80 wt % of a compound of Formula I are ground finely with addition ofdispersants and wetting agents (e. g. sodium lignosulfonate and alcoholethoxylate) ad 100 wt % and prepared as water-dispersible orwater-soluble granules by means of technical appliances (e. g.extrusion, spray tower, fluidized bed). Dilution with water gives astable dispersion or solution of the active substance. vii)Water-dispersible powders and water-soluble powders (WP, SP, WS) 50-80wt % of a compound of Formula I are ground in a rotor-stator mill withaddition of 1-5 wt % dispersants (e. g. sodium lignosulfonate), 1-3 wt %wetting agents (e. g. alcohol ethoxylate) and solid carrier (e. g.silica gel) ad 100 wt %. Dilution with water gives a stable dispersionor solution of the active substance.

viii) Gel (GW, GF)

In an agitated ball mill, 5-25 wt % of a compound of Formula I arecomminuted with addition of 3-10 wt % dispersants (e. g. sodiumlignosulfonate), 1-5 wt % thickener (e. g. carboxymethyl cellulose) andwater ad 100 wt % to give a fine suspension of the active substance.Dilution with water gives a stable suspension of the active substance.

ix) Microemulsion (ME)

5-20 wt % of a compound of Formula I are added to 5-30 wt % organicsolvent blend (e. g. fatty acid dimethyl amide and cyclohexanone), 10-25wt % surfactant blend (e. g. alcohol ethoxylate and arylphenolethoxylate), and water ad 100%. This mixture is stirred for 1 h toproduce spontaneously a thermodynamically stable microemulsion.

x) Microcapsules (CS)

An oil phase comprising 5-50 wt % of a compound of Formula I, 0-40 wt %water insoluble organic solvent (e. g. aromatic hydrocarbon), 2-15 wt %acrylic monomers (e. g. methylmethacrylate, methacrylic acid and a di-or triacrylate) are dispersed into an aqueous solution of a protectivecolloid (e. g. polyvinyl alcohol). Radical polymerization results in theformation of poly(meth)acrylate microcapsules. Alternatively, an oilphase comprising 5-50 wt % of a compound of Formula I according to theinvention, 0-40 wt % water insoluble organic solvent (e. g. aromatichydrocarbon), and an isocyanate monomer (c. g.diphenylmethene-4,4′-diisocyanatae) are dispersed into an aqueoussolution of a protective colloid (e. g. polyvinyl alcohol). The additionof a poly amine (e. g. hexamethylenediamine) results in the formation ofpolyurea microcapsules. The monomers amount to 1-10 wt %. The wt %relate to the total CS composition.

xi) Dustable Powders (DP, DS)

1-10 wt % of a compound of Formula 1 are ground finely and mixedintimately with solid carrier (e. g. finely divided kaolin) ad 100 wt %.

xii) Granules (GR, FG)

0.5-30 wt % of a compound of Formula I are ground finely and associatedwith solid carrier (e. g. silicate) ad 100 wt %. Granulation is achievedby extrusion, spray-drying or fluidized bed.

xiii) Ultra-Low Volume Liquids (UL)

1-50 wt % of a compound of Formula I are dissolved in organic solvent(e. g. aromatic hydrocarbon) ad 100 wt %.

The compositions types i) to xiii) may optionally comprise furtherauxiliaries, such as 0.1-1 wt % bactericides, 5-15 wt % anti-freezingagents, 0.1-1 wt % anti-foaming agents, and 0.1-1 wt % colorants.

The agrochemical compositions generally comprise between 0.01 and 95%,preferably between 0.1 and 90%, and in particular between 0.5 and 75%,by weight of active ingredient (ai). The active ingredients (ai) areemployed in a purity of from 90% to 100%, preferably from 95% to 100%(according to NMR spectrum).

For the purposes of treatment of plant propagation materials,particularly seeds, solutions for seed treatment (LS), Suspoemulsions(SE), flowable concentrates (FS), powders for dry treatment (DS),water-dispersible powders for slurry treatment (WS), water-solublepowders (SS), emulsions (ES), emulsifiable concentrates (EC), and gels(GF) are usually employed. The compositions in question give, aftertwo-to-tenfold dilution, active substance concentrations of from 0.01 to60% by weight, preferably from 0.1 to 40%, in the ready-to-usepreparations.

Application can be carried out before or during sowing. Methods forapplying compound/s of Formula 1, the combinations and the compositionsthereof, respectively, onto plant propagation material, especiallyseeds, include dressing, coating, pelleting, dusting, and soaking aswell as in-furrow application methods. Preferably, compound/s of FormulaI, the combinations and the compositions thereof, respectively, areapplied on to the plant propagation material by a method such thatgermination is not induced, e. g. by seed dressing, pelleting, coatingand dusting.

When employed in plant protection, the amounts of active substancesapplied are, depending on the kind of effect desired, from 0.001 to 2 kgper ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05to 1.0 kg per ha, and in particular from 0.1 to 1.0 kg per ha.

In treatment of plant propagation materials such as seeds, e. g. bydusting, coating or drenching seed, amounts of active substance of from0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to100 g and most preferably from 5 to 100 g, per 100 kilogram of plantpropagation material (preferably seeds) are generally required.

When used in the protection of materials or stored products, the amountof active substance applied depends on the kind of application area andon the desired effect. Amounts customarily applied in the protection ofmaterials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of activesubstance per cubic meter of treated material.

Various types of oils, wetters, adjuvants, fertilizer, ormicronutrients, and further pesticides (e. g. herbicides, insecticides,fungicides, growth regulators, safeners, biopesticides) may be added tothe active substances or the compositions comprising them as premix or,if appropriate not until immediately prior to use (tank mix). Theseagents can be admixed with the compositions according to the inventionin a weight ratio of 1:100 to 100:1, preferably 1:20 to 20:1.

A pesticide is generally a chemical or biological agent (such aspesticidally active ingredient, compound, composition, virus, bacterium,antimicrobial or disinfectant) that through its effect deters,incapacitates, kills or otherwise discourages pests. Target pests caninclude insects, plant pathogens, weeds, mollusks, birds, mammals, fish,nematodes (roundworms), and microbes that destroy property, causenuisance, spread disease or are vectors for disease. The term“pesticide” includes also plant growth regulators that alter theexpected growth, flowering, or reproduction rate of plants; defoliantsthat cause leaves or other foliage to drop from a plant, usually tofacilitate harvest; desiccants that promote drying of living tissues,such as unwanted plant tops; plant activators that activate plantphysiology for defense of against certain pests; safeners that reduceunwanted herbicidal action of pesticides on crop plants; and plantgrowth promoters that affect plant physiology e.g. to increase plantgrowth, biomass, yield or any other quality parameter of the harvestablegoods of a crop plant.

The user applies the composition according to the invention usually froma predosage device, a knapsack sprayer, a spray tank, a spray plane, oran irrigation system. Usually, the agrochemical composition is made upwith water, buffer, and/or further auxiliaries to the desiredapplication concentration and the ready-to-use spray liquor or theagrochemical composition according to the invention is thus obtained.Usually, 20 to 2000 liters, preferably 50 to 400 liters, of theready-to-use spray liquor are applied per hectare of agricultural usefularca.

According to one embodiment, individual components of the compositionaccording to the invention such as parts of a kit or parts of a binaryor ternary mixture may be mixed by the user himself in a spray tank orany other kind of vessel used for applications (e. g. seed treaterdrums, seed pelleting machinery, knapsack sprayer) and furtherauxiliaries may be added, if appropriate.

Consequently, one embodiment of the invention is a kit for preparing ausable pesticidal composition, the kit comprising a) a compositioncomprising component 1) as defined herein and at least one auxiliary;and b) a composition comprising component 2) as defined herein and atleast one auxiliary; and optionally c) a composition comprising at leastone auxiliary and optionally a further active component 3) as definedherein.

The compound/s of Formula I, the combinations and the compositionsthereof comprising them in the use as fungicides with other fungicidesmay result in an expansion of the fungicidal spectrum of activity beingobtained or in a prevention of fungicide resistance development.Furthermore, in many cases, extraordinary effects are obtained.

The present invention also relates to the combination comprising atleast one compound of Formula T and at least one further pesticidallyactive substance selected from the group of fungicides, insecticides,nematicides, acaricides, biopesticides, herbicides, safeners, plantgrowth regulators, antibiotics, fertiliers and nutrients. Thepesticidally active substances reported in WO2015 185485 pages 36-43 andWO2017093019 pages 42-56 can be used in conjunction with which thecompound/s of Formula I.

The active substances referred to as component 2, their preparation andtheir activity e. g. against harmful fungi is known (cf:http://www.alanwood.net/pesticides/); these substances are commerciallyavailable. The compounds described by 1U PAC nomenclature, theirpreparation and their pesticidal activity are also known (cf. Can. J.Plant Sci. 48(6), 587-94, 1968; EP141317; EP152031; EP226917; EP243970;EP256503; EP428941; EP532022; EP1028125; EP1035122; EP1201648;EP1122244, JP20023 16902; DE19650197; DE10021412; DE102005009458; U.S.Pat. Nos. 3,296,272; 3,325,503; WO9846608; WO9914187; WO9924413;WO9927783; WO0029404; WO0046148; WO0065913; WO0154501; WO 0156358;WO0222583; WO0240431; WO0310149; WO0311853; WO0314103; WO0316286;WO0353145; WO0361388; WO0366609; WO0374491; WO0449804; WO0483193; WO05120234; WO05 123689; WO05 123690; WO0563721; WO0587772; WO0587773;WO0615866; WO0687325; WO0687343; WO0782098; WO0790624; WO1 1028657;WO2012168188; WO2007006670; WO201177514; WO13047749; WO10069882;WO13047441; WO0316303; WO0990181; WO13007767; WO1310862; WO13127704;WO13024009; WO13024010; WO13047441; WO13162072; WO13092224 andWOH135833.

The present invention furthermore relates to agrochemical mixturescomprising at least one compound of Formula I (component 1) and at leastone further active substance useful for plant protection, e. g. selectedfrom the groups A) to O) (component 2), in particular one furtherfungicide, e. g. one or more fungicide from the groups A) to K), asdescribed above, and if desired one suitable solvent or solid carrier.Furthermore, combating harmful fungi with a mixture of compound/s ofFormula I and at least one fungicide from groups A) to K), as describedabove, is advantageous than combating those fungi with individualcompound/s of Formula I or individual fungicides from groups A) to K).

By applying compounds of Formula I together with at least onepesticidally active substance from groups A) to O) an enhanced effectcan be obtained.

This can be obtained by applying the compound/s of Formula I and atleast one further pesticidally active substance simultaneously, eitherjointly (e. g. as tank-mix) or separately, or in succession, wherein thetime interval between the individual applications is selected to ensurethat the active substance applied first still occurs at the site ofaction in a sufficient amount at the time of application of the furtherpesticidally active substance(s). The order of application is notessential for working of the present invention.

When applying compound/s of Formula I and a pesticidally activesubstance sequentially the time between both applications may vary e. g.between 2 hours to 7 days. Also a broader range is possible ranging from0.25 hour to 30 days, preferably from 0.5 hour to 14 days, particularlyfrom 1 hour to 7 days or from 1.5 hours to 5 days, even more preferredfrom 2 hours to 1 day. In the binary mixtures and compositions accordingto the invention the weight ratio of the component 1) and the component2) generally depends from the properties of the active components used,usually it is in the range of 1:100 to 100:1, regularly in the range of1:50 to 50:1, preferably in the range of 1:20 to 20:1, more preferablyin the range of 1:10 to 10:1, even more preferably in the range of 1:4to 4:1 and in particular in the range of 1:2 to 2:1.

According to a further embodiment of the binary mixtures andcompositions thereof, the weight ratio of the component 1) and thecomponent 2) usually is in the range of 1000:1 to 1:1000, often in therange of 100:1 to 1:100, regularly in the range of 50:1 to 1:50,preferably in the range of 20:1 to 1:20, more preferably in the range of10:1 to 1:10, even more preferably in the range of 4:1 to 1:4 and inparticular in the range of 2:1 to 1:2.

In the ternary mixtures, i.e. compositions according to the inventioncomprising the component 1) and component 2) and a compound III(component 3), the weight ratio of component 1) and component 2) dependsfrom the properties of the active substances used, usually it is in therange of 1:100 to 100:1, regularly in the range of 1:50 to 50:1,preferably in the range of 1:20 to 20:1, more preferably in the range of1:10 to 10:1 and in particular in the range of 1:4 to 4:1, and theweight ratio of component 1) and component 3) usually it is in the rangeof 1:100 to 100:1, regularly in the range of 1:50 to 50:1, preferably inthe range of 1:20 to 20:1, more preferably in the range of 1:10 to 10:1and in particular in the range of 1:4 to 4:1.

Any further active components are, if desired, added in a ratio of 20:1to 1:20 to the component 1).

These ratios are also suitable for inventive mixtures applied by seedtreatment.

The present invention also relates to a process for preparing thecompound/s of the present invention. The process for preparing thecompound/s of the present invention is described in the experimentalsection in more detail.

The invention disclosed in the present disclosure shall now beelaborated with the help of non-limiting schemes and examples.

CHEMISTRY EXAMPLES General Synthetic Scheme

Example 1 Preparation ofN42-fluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(Compound 3)

Step-1: Methyl 4-cyanobenzoate

To a stirred solution of 4-cyanobenzoic acid (25 g, 170 mmol) in v,A-dimethyl formamide (120 mL), potassium carbonate (35.2 g, 255 mmol)was added at 25° C. and cooled to 0° C. To the resulting reactionmixture, methyl iodide (15.9 mL, 255 mmol) was slowly added. Theresulting reaction mixture was stirred at 45° C. for 2 h. Aftercompletion of the reaction, the reaction mixture was cooled to 25° C.and crushed ice was poured into it with stirring. Stirring was continuedfor 10 minutes to obtain a precipitate. The precipitate was filtered,washed with water and dried under reduced pressure to obtain methyl4-cyanobenzoate (24.6 g, 153 mmol, 90% yield).

Step-2: Methyl-4-(N′-hydroxycarbamimidoyl)benzoate

To a stirred solution of methyl 4-cyanobenzoate (0.9 g, 5.6 mmol) inmethanol (12 mL), sodium bicarbonate (0.5 g, 6.1 mmol) and hydroxylaminehydrochloride (0.4 g, 5.6 mmol) were added. The resulting reactionmixture was heated to reflux for 4 h. After completion of the reaction,the reaction mixture was cooled to 25° C. and filtered. The filtrate wasconcentrated under reduced pressure to obtainmethyl-4-(N-hydroxycarbamimidoyl)benzoate (0.9 g, 4.6 mmol, 83% yield).

Step-3: Methyl 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoate

To a stirred solution of methyl-4-(N-hydroxycarbamimidoyl)benzoate (0.9g, 4.6 mmol) in tetrahydrofuran (10 mL), trifluoroacetic anhydride (1.0mL, 7 0 mmol) was added at 0 under nitrogen atmosphere. The resultingreaction mixture was stirred at 25° C. for 16 h and diluted with ethylacetate (30 mL). Ethyl acetate layer was washed three times with aq.sat. Sodium bicarbonate (30 mL), dried over anhydrous sodium sulphateand concentrated under reduced pressure. The crude residue was purifiedby column chromatography (eluent 0-30% ethyl acetate in hexane) onsilica gel to obtain methyl4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoate (0.6 g, 2.0 mmol,44% yield).

Step 4: 4-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid

To a stirred solution of methyl4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoate (15 g, 55.1 mmol)in tetrahydrofuran (120 mL), a solution of sodium hydroxide (4.0 g, 99mmol) in water (30 mL) was added dropwise by a dropping funnel at 0° C.The resulting reaction mixture was stirred for 16 h at 25° C. Aftercompletion of the reaction, the solvent was removed by evaporation underreduced pressure. Water (50 mL) was added to the residue and cooled to0° C. and acidified to pH 3 with 3N aqueous hydrochloric acid. Theprecipitate was collected by filtration, washed with water, and dried toobtain 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid (11.2 g,43.4 mmol, 79% yield).

Step-5 (2-fluorophenyl)(methyl)sulfane

To a stirred solution of 2-fluorobenzenethiol (2.7 g, 21.07 mmol) inacetonitrile (20 mL), potassium carbonate (7.3 g, 52.7 mmol) was addedat 0° C. Ice bath was removed and the reaction mixture was stirred for30 min at 25° C. The reaction mixture was cooled again to 0° C. andmethyl iodide (1.6 mL, 25.3 mmol) was added slowly. The reaction mixturewas stirred at 25° C. for 4 h. After completion of the reaction, thereaction mixture was diluted with ethyl acetate (40 mL) and washed threetimes with water (15 mL). The ethyl acetate layer was separated, driedover anhydrous sodium sulphate and concentrated under reduced pressureto obtain (2-fluorophenyl)(methyl)sulfane (2.2 g, 15.5 mmol, 73% yield).The crude product was used as such in the next step withoutpurification.

Step-6: (2-Fluorophenyl)(imino)(methyl)-X⁶-sulfanone

To a stirred solution of (2-fluorophenyl)(methyl)sulfane (2.7 g, 19.0mmol) in methanol (38.0 mL), was added ammonium carbamate (3.26 g, 41.8mmol). Then diacetoxy iodobenzene (13.5 g, 41.8 mmol) was slowly addedportion wise at 0° C. The resulting reaction was stirred at 25° C. for12 h. After completion of the reaction, methanol was evaporated underreduced pressure, diluted with ethyl acetate (60 mL) and washed withwater (20 mL). The ethyl acetate layer was washed two times with aq.saturated sodium bicarbonate solution (20 mL), dried over anhydroussodium sulphate and concentrated under reduced pressure. The cruderesidue was purified using column chromatography on silica gel to obtain(2-fluorophenyl)(imino)(methyl)-′/.⁶-sulfanone (2.0 g, 11.6 mmol, 61%yield).

Step 7: Preparation ofN-((2-fluorophenyl)(methyl)(oxo)-/.⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(Compound 3)

To a stirred solution of4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid (0.5 g, 1.9mmol) in dry dichloromethane (10 mL),1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.7 g, 3.9mmol) and 4-dimethylaminopyridine (0.7 g, 5 8 mmol) were added at 5° C.under nitrogen atmosphere. Then(2-fluorophenyl)(imino)(methyl)-′/.⁶-sulfanone (0.5 g, 3.0 mmol) wasadded, and the reaction mixture was stirred at 25° C. for 16 h. Aftercompletion of the reaction, product was extracted by dichloromethane (30mL). The dichloromethane layer was washed two times with brine solution(10 mL), dried over anhydrous sodium sulphate and concentrated. Theresidue was purified by column chromatography on silica gel using hexaneto 60% ethyl acetate in hexane as an eluent to obtainN-((2-fluorophenyl)(metho)(oxo)-‘//’sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(0.1 g, 0.3 mmol, 16% yield).

TABLE NO 1 The following compounds were prepared by the procedureanalogous to that of the Compound 3 using appropriate startingmaterials. Compound No. IUPAC Name Structure Yield 1 N-((4-chlorophenyl)(methyl)(oxo)- λ⁶-sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.7 g, 53.0% yield 2 N-(methyl(oxo)(pyridin-2-yl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 46.0% yield 4 N-(methyl(oxo)(pyridin-4-yl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 15.0% yield 5 N-((3- fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 18.0% yield 6 N-((4- fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 50.0% yield 7 N-(methyl(oxo)(4- (trifluoromethyl)phenyl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 31.0% yield 8 N-((4- bromophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 45.0% yield 9 N-(methyl(oxo)(phenyl)-λ⁶- sulfanylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 27.0% yield 10 N-((4- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 17.0% yield 12 N-(methyl(oxo)(4- (trifluoromethoxy)phenyl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 17.0% yield 30 N-(methyl(oxo)(p-tolyl)-λ⁶- sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 20% yield 31 N-((4- cyanobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 45% yield 32 N-((2,6- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 50% yield 33 N-((2,3- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 65% yield 34 N-((4- methoxybenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 55% yield 35 N-((4- bromobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 62% yield 36 N-((2,6- difluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 31% yield 37 N-((2,4- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 69% yield 38 N-((2- fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 40.1% 39 N-((3- fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 26% 40 N-(methyl(2- methylbenzyl)(oxo)-λ⁶- sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 30% 41 N-((3,5- dimethylphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 72% 42 N-((4- cyanophenyl)(methyl)(oxo)- λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.4 g, 71% yield 43 N-(1-oxidotetrahydro-2H- 1λ⁶-thiopyran-1-ylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 62% yield 44 N-(methyl(oxo)(m-tolyl)-λ⁶- sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.4 g, 83% yield 45 N-(methyl(3- methylbenzyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 48% 46 N-((3- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 76% yield 47 N-((2,4- difluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 59% yield 48 N-(methyl(oxo)(thiazol-2-yl)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 74% yield 49 N-((4- fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 69% yield 50 N-(methyl(oxo)(4- (trifluoromethyl)benzyl)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 68% yield 51 N-((2,6- dichlorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 54% yield 52 N-(methyl(oxo)(pyridin-2-ylmethyl)-λ⁶-sulfaneylidene)- 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 27% yield 53 N-(methyl(4-methylthiazol-2-yl)(oxo)-λ⁶-sulfaneylidene)-4- (5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 63% yield 54 N-(methyl(5-methyl-1,3,4- thiadiazol-2-yl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 50% yield 55 N-((2,5- dichlorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 62% yield 56 N-((2,4- dimethoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 71% yield 57 N-((3,4- difluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 59% yield 58 N-(4-oxido-1,4λ⁶-oxathian-4- ylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 57% yield 59 N-(methyl(oxo)(pyridin-4-ylmethyl)-λ⁶-sulfaneylidene)- 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 29% yield 60 N-((4- chlorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 31% yield 61 N-((4-chloro-3- fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 30% yield 62 N-((2,5- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 16% yield 63 N-((2- fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 17% yield 64 N-(methyl(oxo)(4- (trifluoromethyl)phenyl)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 18% yield 65 N-((4- fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.5 g, 78% yield 66 N-(methyl(oxo)(pyridin-2-yl)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 32% yield 67 N-(methyl(oxo)(phenyl)-λ⁶- sulfaneylidene)-3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.4 g, 78% yield 68 N-((2,6- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 55% yield 69 N-((2,4- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 64% yield 70 N-((4- methoxybenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 40% yield 71 N-((4- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 60% yield 72 N-((2,6- difluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 73% yield 73 N-(methyl(oxo)(thiazol-2-yl)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 51% yield 74 N-(1-oxidotetrahydro-2H- 1λ⁶-thiopyran-1-ylidene)-3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 31% yield 75 N-((4- cyanobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 54% yield 76 N-((4- fluorophenyl)(isopropyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.1 g, 37% yield 77 N-(isopropyl(4- methoxyphenyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 39% yield 78 N-((4- chlorophenyl)(isopropyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g 43% yield 79 N-(isopropyl(oxo)(pyridin-2-yl)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 54% yield 80 N-(isopropyl(oxo)(phenyl)- λ⁶-sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 43% yield 81 3-fluoro-N-((4- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.4 g, 80% yield 82 N-((3- bromophenyl)(ethyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 52% yield 83 N-(methyl(oxo)(2- phenoxyethyl)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 49% yield 206 N-(allyl(methyl)(oxo)-λ⁶- sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 22% 207 N-(ethyl(methyl)(oxo)-λ⁶- sulfaneylidene)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 15% yield 208 N-((2- methoxyethyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.3 g, 65% yield

Example-2:2-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-/.⁶-sulfanone(Compound 12)

Step 1:4-(((2-Fluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)amino)benzonitrile

The reaction mixture containing 4-bromobenzonitrile (0.3 g, 1.6 mmol),(2-fluorophenyl)(imino)(methyl)-′.⁶-sulfanonc (0.3 g, 2.0 mmol) andcesium carbonate (0.8 g, 2.3 mmol) in toluene (10 mL) was purged withnitrogen for 10 minutes. The racemic BINAP (0.08 g, 0.12 mmol) andpalladium(II) acetate (0.02 g, 0.08 mmol) were added and the reactionmixture was stirred at 105° C. for 18 h. After completion of thereaction, the reaction mixture was cooled to 25° C. and was extractedwith ethyl acetate (30 mL), the ethyl acetate layer was washed by water(10 mL), dried over anhydrous sodium sulphate and concentrated. Thecrude product4-(((2-fluorophenyl)(methyl)(oxo)-′/.⁶-sulfanylidene)amino)benzonitrile(0.5 g).

Step 2:4-(((2-Fluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)amino)-N′-hydroxybenzimidamide

To a stirred solution of 4-(({circumflex over( )}-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)amino)benzonitrile (0.5g, 1.6 mmol) in ethanol (12 mL), sodium bicarbonate (0.2 g, 3 0 mmol)and hydroxylamine hydrochloride (0.2 g, 3.0 mmol) were added and stirredat 65° C. for 16 h. After completion of the reaction, the reactionmixture was cooled to 25° C. and filtered. The filtrate was concentratedto obtain a crude product(Z)-4-(((2-fluorophenyl)(methyl)(oxo)-h⁶-sulfanylidene)amino)-N′-hydroxybenzimidamide(0.5 g, 99%).

Step 3:(2-Fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone

To a stirred solution of(Z)-4-(((2-fluorophenyl)(methyl)(oxo)-w⁶-sulfanylidene)amino)-N′-hydroxybenzimidamide(0.5 g, 1.6 mmol) in tetrahydrofuran (10 mL), trifluoroacetic anhydride(0.3 mL, 2.4 mmol) was added at 0° C. and stirred at 25° C. for 16 h.After completion of the reaction, the reaction mixture was filtered. Thefiltrate was concentrated to obtain the crude compound. The crudeproduct was purified by column chromatography on silica gel using eluenthexane to 40% Ethyl acetate in hexane to obtain pure(2-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyMmino)-L⁶-sulfanone(0.4 g, 60% yield).

TABLE NO 2 The following compounds were prepared by the procedureanalogous to that of the compound 1₂ using appropriate startingmaterials. Compound No. IUPAC Name Structure Yield 13(4-chlorophenyl)(methyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone

0.39 g, 62.0% yield 14 (3-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.29 g, 48.0% yield 15 methyl(pyridin-4-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶sulfanone

0.13 g, 22.0% yield 16 methyl(pyridin-2-yl)((4-(5-(trifluoromethyl)isoxazol-3- yl)phenyl)imino)-λ⁶-sulfanone

0.335 g, 56.0% yield 17 (4-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

198 mg, 45.0% yield 18 methyl(phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

285 mg, 48.0% yield 19 methyl((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(4- (trifluoromethyl)phenyl)-λ⁶-sulfanone

382 mg, 54.0% yield 20 (4-methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

414 mg, 64.0% yield 21 methyl(4- (trifluoromethoxy)phenyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

373 mg, 55.0% yield 84 (2,6-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.2 g, 28% yield 85 (2,6-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.3 g, 47% yield 86 (2,4-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.2 g, 33% yield 87 (2,3-difluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.2 g, 37% yield 88 methyl(2-methylbenzyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 36% yield 89 (4-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 34% yield 90 methyl((4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(4- (trifluoromethyl)benzyl)-λ⁶- sulfanone

0.3 g, 45% yield 91 (2,6-dichlorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.3 g, 47% yield 92 (4-bromobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 32% yield 93 methyl(pyridin-2-ylmethyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 42% yield 94 (2-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.3 g, 27% yield 95 (3-fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.4 g, 41% yield 96 (2,4- dimethoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.3 g, 50% yield 97 (3,4-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.4 g, 60% yield 98 (4-chlorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.1 g, 40% yield 99 (4-chloro-3- fluorobenzyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.1 g, 36% yield 100 (4-methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.6 g, 81% yield 101 (3-methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.5 g, 75% yield 102 1-((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)hexahydro-1λ⁶- thiopyran 1-oxide

0.4 g, 70% yield 103 (2,4- dimethoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.5 g, 73% yield 104 (4-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.4 g, 69% yield 105 (2-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.4 g, 66% yield 106 (3-methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.5 g, 73% yield 107 (2,5-dichlorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.3 g, 69% yield 108 (4-methoxyphenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.4 g, 68% yield 109 methyl(phenyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.4 g, 68% yield 110 methyl(pyridin-2-yl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.2 g, 36% yield 111 (2,6-difluorobenzyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.2 g, 42% yield 112 (4-chlorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.4 g, 64% yield 113 methyl(pyridin-2-yl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.3 g, 48% yield 114 methyl(m-tolyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.4 g, 57% yield 115 methyl(thiazol-2-yl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.5 g, 71% yield 116 methyl((4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(4- (trifluoromethyl)pyridin-2-yl)-λ⁶- sulfanone

0.2 g, 64% yield 117 methyl(4-methylthiazol-2-yl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.3 g, 66% yield 118 methyl(thiazol-2-yl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.3 g, 63% yield 119 (4-chlorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.4 g, 56% yield 120 (2,6-difluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.4 g, 75% yield 121 (3,4-difluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.6 g, 67% yield 122 methyl(phenyl)((3-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.5 g, 64% yield 123 (4-fluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.5 g, 72% yield 124 methyl((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3- yl)imino)(4-(trifluoromethyl)phenyl)-λ⁶- sulfanone

0.3 g, 66% yield 125 (2-fluorophenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.5 g, 73% yield 126 (4-fluorobenzyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.4 g, 63% yield 127 (3-methoxyphenyl)(methyl)((6-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)pyridin-3-yl)imino)-λ⁶-sulfanone

0.3 g, 52% 128 1-((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3- yl)imino)hexahydro-1λ⁶-thiopyran 1-oxide

0.4 g, 56% 129 4-((6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)pyridin-3- yl)imino)-1,4λ⁶-oxathiane 4-oxide

0.4 g, 61% 130 methyl(p-tolyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone

0.6 g, 50% 131 (2,4-difluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.2 g, 41% yield 132 methyl((4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(5- (trifluoromethyl)pyridin-2-yl)-λ⁶- sulfanone

0.3 g, 68% yield 133 4-((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)- 1,4λ⁶-oxathiane 4-oxide

0.1 g, 35% yield 134 1-((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)imino)hexahydro-1λ⁶- thiopyran 1-oxide

0.5 g, 78% yield 135 methyl(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)((4- (5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.5 g, 61% yield 136 methyl(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)((3- (5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶- sulfanone

0.1 g, 31% yield 209 (2-methoxyethyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 51% 210 isopropyl(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)-λ⁶-sulfanone

0.3 g, 53% 211 methyl(propyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 61% 212 ethyl(methyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)-λ⁶-sulfanone

0.2 g, 52% 213 ((3-fluoro-4-(5-(tifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(2- fluorophenyl)(methyl)-λ⁶- sulfanone

0.3 g, 48% 214 ((3-fluoro-4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(phenyl)- λ⁶-sulfanone

0.4 g, 62% 215 ((3-fluoro-4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(methyl)(pyridin- 2-yl)-λ⁶-sulfanone

0.1 g, 21% 216 ((3-methoxy-4-(5- (trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)(methyl)(phenyl)- λ⁶-sulfanone

0.2 g 27% 217 (2-fluorophenyl)((3-methoxy-4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)(methyl)-λ⁶-sulfanone

0.3 g, 56% 218 ((3-methoxy-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(4- methoxyphenyl)(methyl)-λ⁶- sulfanone

0.3 g, 60% 219 ((3-methoxy-4-(5- (trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)(methyl)(propyl)- λ⁶-sulfanone

0.4 g, 65% 220 ((3-methoxy-4-(5- (trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)(methyl)(pyridin- 2-yl)-λ⁶-sulfanone

0.3 g, 47%

Example-3: Preparation of(2-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)-L⁵-sulfanone(Compound 29)

Step 1:4-((((2-Fluorophenyl)(methyl)(oxo)-I⁶-sulfanylidene)amino)methyl)benzonitrile

To a stirred solution of (2-fluorophenyl)(imino)(methyl)-L⁶-sulfanone(0.3 g, 1.7 mmol)) in N N-dimethylformamide (8 mL), potassiumtert-butoxide (0.4 g, 3.5 mmol) was added at 0° C. under nitrogenatmosphere. The resulting reaction mixture was stirred at 25° C. for 15minutes and again cooled to 0° C. Then added 4-(bromomethyl)benzonitrile(0.4 g, 2.1 mmol) and reaction mixture was stirred at 25° C. for 30minutes. Saturated aqueous ammonium chloride solution (10 mL) and ethylacetate (40 mL) were added to the reaction mixture and stirred at 0° C.for 10 minutes. The ethyl acetate layer was isolated, washed with water(20 mL), dried over anhydrous sodium sulphate and concentrated underreduced pressure to obtain4-0((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)amino)methyl)benzonitrile(0.5 g, 1.7 mmol, 96% yield).

Step 2:(Z)-4-((((2-Fluorophenyl)(methyl)(oxo)-/.⁶-sulfanylidene)amino)methyl)-N′-hydroxybenzimidamide

To a stirred solution of4˜((((2-fluorophenyl)(methyl)(oxo)-/.⁶-sulfanylidene)amino)methyl)benzonitrile(0.5 g, 1.7 mmol) in ethanol (12 mL), hydroxylamine hydrochloride (0.2g, 3.0 mmol) and sodium bicarbonate (0.3 g, 3.3 mmol) were added at 25°C. The resulting reaction mixture was heated to 65° C. for 12 h. Aftercompletion of the reaction, the reaction mixture was filtered throughsintered funnel. The filtrate was evaporated under reduced pressure toobtain4-((((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)amino)methyl)-N′-hydroxybenzimidamide(0.5 g).

Step 3:(2-fluorophenyl)(methyl)(0-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino))-2-sulfanone

To a stirred solution of4-((((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfanylidene)amino)methyl)-N′-hydroxybenzimidamide(0.5 g, 1.6 mmol)) in tetrahydrofuran (10 mL), trifluoroacetic acid (0.2mL, 1.6 mmol)) was added at 0° C. under nitrogen atmosphere. Theresulting reaction mixture was stirred at 25° C. for 16 h. Aftercompletion of the reaction, the reaction mixture was diluted with ethylacetate (30 mL) and washed three times with water (15 mL). The ethylacetate layer was washed with aqueous saturated sodium bicarbonate (30mL) solution, dried over anhydrous sodium sulphate and concentratedunder reduced pressure. The crude residue was purified by columnchromatography (eluent-hexane to 25% ethyl acetate in hexane) on silicagel to obtain(2-fluorophenyl)(methyl)((4-(5-(trifluoromethyl)˜i,2,4-oxadiazol-3-yl)benzyl)imino)˜I⁶-sulfanoneas a gum (0.2 g, 0.5 mmol, 28% yield).

TABLE 3 The following compounds were prepared by the procedure analogousto that of the compound no. 29 using appropriate starting materials.Compound No. IUPAC Name Structure Yield  22 (4-bromophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

135 mg, 24% yield  23 (4- methoxyphenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino- λ⁶-sulfanone

365 mg, 58% yield  24 methyl(4- (trifluoromethoxy)phenyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

61 mg, 11% yield  25 methyl((4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)(4- (trifluoromethyl)phenyl)-λ⁶- sulfanone

125 mg 22% yield  26 methyl(phenyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.3 g, 36% yield  27 methyl(pyridin-2-yl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 35% yield  28 (4-chlorophenyl)(methyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 47% yield 137 methyl(p-tolyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.1 g, 9% yield 138 methyl(phenyl)((3-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 31% yield 139 (4- methoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino- λ⁶-sulfanone

0.4 g, 51% yield 140 (2,4- dimethoxyphenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- sulfanone

0.3 g, 44% yield 141 (3,4- difluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- sulfanone

0.3, 43% yield 142 methyl((3-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)(4-((4- (trifluoromethyl)pyridin-2-yl)oxy)phenyl)-λ⁶-sulfanone

0.4 g, 79% yield 143 (4-chlorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 56% yield 144 methyl(thiazol-2-yl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.3 g, 57% yield 145 (4-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.3 g, 53% yield 146 (2-bromo-5- fluorophenyl)(methyl)((3-(5-(trifluoroethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.5 g, 65% yield 147 (4-bromo-2- fluorophenyl(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 42% yield 148 (2-fluorophenyl)(methyl)((3-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 38% yield 149 4-((3-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)benzyl)imino)-1,4λ⁶- oxathiane 4-oxide

0.3 g, 67% yield 150 isopropyl(4- methoxyphenyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 42% yield 151 isopropyl(phenyl)((4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 40% yield 152 (4- chlorophenyl)(isopropyl)((4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzyl)imino)- λ⁶-sulfanone

0.2 g, 38% yield

Example 4: —Preparation ofN-((2-fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(Compound No. 155)

Step-1:—2-fluorobenzenesulfonamide

To a stirred solution of 25% aqueous ammonia (1.1 mL, 12.8 mmol) intetrahydrofuran (5 mL), 2-fluorobenzenesulfonyl chloride (0.3 g, 1.3mmol) was added at 0-5° C. The resulting reaction mixture was stirred at25° C. for 16 h. Sodium bicarbonate (0.16 g, 1 9 mmol) was added andstirred at 25° C. for 10 minutes. The reaction mixture was concentratedto obtain 2-fluorobenzenesulfonamide (0.2 g, 1.3 mmol, 98% yield).

Step-2:—N-((2-fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(Compound No. 155)

To a stirred solution of4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid (0.3 g, 1.0mmol) in dry N, N-di methyl formamide (5 mL) under nitrogen atmosphere,1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.4 g, 2.0mmol) was added followed by the addition of 4-dimethylaminopyridine (0.2g, 2.0 mmol) and 2-fluorobenzenesulfonamide (0.2 g, 1.0 mmol) at 25° C.The resulting reaction mixture was stirred for 12 h at 25° C. Aftercompletion of the reaction, the reaction mixture was diluted withdichloromethane (30 mL) and washed thrice with water (20 mL).Dichloromethane layer was dried over anhydrous sodium sulphate. Thevolatiles were evaporated under vacuum. Crude residue was purified bypreparative HPLC to obtainN-((2-fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide(0.2 g, 35% yield).

TABLE 4 The following compounds were prepared the procedure analogous tothat of the Compound 155 using appropriate starting materials. CompoundNo. IUPAC Name Structure Yield 153 N-tosyl-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 24% yield 154 N-((5-chloro-2- methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 44% yield 156 N-((2,4- dichlorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 57% yield 157 N-((4- methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 16% yield 158 N-((3- methoxyphenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 26% yield 159 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)-N-((4- (trifluoromethyl)phenyl) sulfonyl)benzamide

0.3 g, 56% yield 160 N-(pyridin-3-ylsulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 29% yield 161 N-((2,5- difluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 41% yield 162 N-((4- bromophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 43% yield 163 N-((2,6- dichlorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 47% yield 164 N-((3- fluorophenyl)sulfonyl)-4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.3 g, 52% yield

Example 5: —Preparation of((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorophenyl)(methyl){circumflexover ( )}⁵-sulfanone (Compound No. 165)

Step 1:—3-Fluoro-4-(((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)amino)benzonitrile

To a stirred solution of (2-fluorophenyl)(imino)(methyl)-L⁶-sulfanone(0.4 g, 2.3 mmol) in N N-dimethylformamide (8 mL), potassiumtert-butoxide (0.3 g, 2.8 mmol) was added at 0° C. and allowed to stirat 2.5° C. tor 10 minutes. The reaction mixture was cooled again to 0°C. and 3,4-difluorobenzonitrile (0.3 g, 2.3 mmol) was added. Thestirring was continued at 25° C. for 4 h. The reaction mixture wasdiluted with ethyl acetate (60 mL) and washed twice with water (20 mL).The obtained crude product was purified by flash column chromatographyon silica gel using hexane to 50% ethyl acetate in hexane as an eluentto obtain pure 3-fluoro-4-(((2-fluorophenyl)(methyl)(oxo)-)λ⁶-sulfanylidene)amino)benzonitrile (0.5 g, 1 6 mmol, 71% yield).

Step 2:—3-Iduoro-4-(((2-fluorophenyl)(methyl)(oxo)-/.⁶-sulfanylidene)amino)-N′-hydroxybenzimidamide

To a stirred solution of3-fluoro-4-(((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)amino)benzonitrile(0.5 g, 1.6 mmol) in ethanol (8 mL), sodium bicarbonate (0.3 g, 3.3mmol) and hydroxylamine hydrochloride (0.2 g, 3.3 mmol) were added at25° C. The resulting reaction mixture was stirred at 70° C. for 16 h.The reaction mixture was filtered and the filtrate was evaporated undervacuum to obtain3-fluoro-4-(((2-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)amino)-N′-hydroxybenzimidamide(0.5 g, 1.5 mmol, 90% yield)

((2-Fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorophenyl)(methyl)-λ⁶-sulfanone

To a stirred solution of3-fluoro-4-(((2-fluorophenyl)(methyl)(oxo)-′/.⁶-sulfanylidene)amino-N′-hydroxybenzimidamide(0.5 g, 1.5 mmol) in tetrahydrofuran (8 mL), trifluoro acetic anhydride(0.3 mL, 2.2 mmol) was added slowly at 0° C. under nitrogen atmosphereand then stirred at 25° C. for 16 h. The resulting reaction mixture wasdiluted with ethyl acetate (50 mL). The ethyl acetate layer was washedtwice with aqueous sodium bicarbonate solution (20 mL), dried overanhydrous sodium sulphate and evaporated under vacuum. Crude product waspurified by flash column chromatography on silica gel using hexane to50% ethyl acetate in hexane as an eluent to obtain((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)imino)(2-fluorophenyl)(methyl)-λ⁶-sulfanone(0.5 g, 1.2 mmol, 84% yield).

TABLE 5 The following compounds were prepared by the procedure analogousto that of the Compound 165 using appropriate starting materials.Compound No. IUPAC Name Structure Yield 166((2-fluoro-4-(5-(trifluoromethyl)- 1,2,4-oxadiazol-3-yl)phenyl)imino)(2- fluorophenyl)(methyl)-λ⁶-sulfanone

0.5 g, 84% yield 166 ((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(methyl)(phenyl)- λ⁶-sulfanone

0.4 g, 60% yield 167 (4-chlorophenyl)((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)imino)(methyl)-λ⁶-sulfanone

0.4 g, 70% yield 168 ((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(methyl)(pyridin- 2-yl)-λ⁶-sulfanone

0.2 g, 40% yield 169 ((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(3- fluorophenyl)(methyl)-λ⁶-sulfanone

0.4 g, 63% yield 170 ((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(4- fluorophenyl)(methyl)-λ⁶-sulfanone

0.4 g, 53% yield 171 ((2-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3- yl)phenyl)imino)(4- methoxyphenyl)(methyl)-λ⁶-sulfanone

0.3 g, 44% yield

Example 6: —Preparation of2-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-/.⁶-sulfaneylidene)benzamide(compound no. 172)

Step 1: —N′-hydroxy-4-(methylthio)benzimidamide

N′-hydroxy-4-(methylthio)benzimidamide (10.1 g) was prepared by theprocedure described in step 2 of example 1.

Step 2: —3-(4-(methylthio)phenyl)-5-(trifluoromethyl)-1,2,4-oxadiazole

3-(4-(Methylthio)phenyl)-5-(trifluoromethyl)-1,2,4-oxadiazole (12.3 g,83% yield) was prepared by the procedure described in step-3 of example1.

Step 3:—Synthesis ofimino(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone

Imino(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-X⁶-sulfanone(10.5 g, 94% yield) was prepared by the procedure described in step-6 ofexample 1.

Step 4:—Synthesis of2-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yllphenyll-X{circumflexover ( )}-sulfaneylidenelbenzamide

To a stirred solution ofimino(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-1^(G)-sulfanone(0.3 g, 1.0 mmol), 4-Dimethylaminopyridine (0.01 g, 0.1 mmol) andtriethylamine (0.2 ml, 1.5 mmol) in dichloromethane (10 mL),2-fluorobenzoyl chloride (0.163 g, 1.030 mmol) was added at 0° C. Theresulting reaction mixture was stirred for 2 h at 25° C. The volatileswere evaporated and the residue was extracted by ethyl acetate (60 mL).Ethyl acetate layer was washed thrice with water (10 mL), dried overanhydrous sodium sulphate and concentrated under vacuum. Cmde productwas purified by flash column chromatography on silica gel using hexaneto 60% ethyl acetate in hexane as an eluent to obtain pure2-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfanylidene)benzamide(0.3 g, 0.8 mmol, 79% yield).

TABLE 6 The following compounds were prepared by the procedure analogousto that of the compound 172 using appropriate starting materials.Compound No. IUPAC Name Structure Yield 1722-fluoro-N-(methyl(oxo)(4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶- sulfaneylidene)benzamide

0.3 g, 79% yield 173 3-methoxy-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.3 g, 79% yield 174 3-fluoro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.2 g, 43% yield 175 4-chloro-2-fluoro-N- (methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.3 g, 57% yield 176 2-chloro-6-fluoro-N- (methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.2 g, 36% yield 177 N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.2 g, 41% yield 178 N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)-2-phenylacetamide

0.1 g, 30% yield 179 4-chloro-N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)benzamide

0.3 g, 64% yield 180 N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶-sulfaneylidene)pivalamide

0.3 g, 78% yield 181 N-(methyl(oxo)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol- 3-yl)phenyl)-λ⁶- sulfaneylidene)cyclopropanecarboxamide

0.3 g, 77% yield

Example 7: —Preparation of((3-chlorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfanone(Compound No. 182)

Step 1: —4-(S-methylsulfonimidoyl)benzonitrile

4-(S-methylsulfonimidoyl)benzonitrile (6 g, 83% yield) was prepared bythe procedure described in step-6 of example 1.

Step 2: —4-(N-(3-chlorobenzyl)-S-methylsulfonimidoyl)benzonitrile

4-(S-methylsulfonimidoyl)benzonitrile (0.5 g, 2.8 mmol) was dissolved inN,N-di methyl formamide (5 mL), followed by addition ofpotassium-f-butoxide (0.4 g, 3 3 mmol) at 0° C. and stirred for 15minutes at 0° C. 3-Chlorobenzyl bromide (0.5 mL, 4.2 mmol) was added andallowed to stir for 3 h. After completion of the reaction, ethyl acetate(25 mL) and saturated ammonium chloride solution (10 mL) were added tothe reaction mixture. Ethyl acetate layer was isolated and washed twicewith water (10 mL), dried over anhydrous sodium sulphate andconcentrated under vacuum to obtain4-(N-(3-chlorobenzyl)-S-methylsulfonimidoyl)benzonitrile (0.8 g).

Step 3:—4-(N-(3-chlorobenzyl)-S-methylsulfonimidoyl)-N′-hydroxybenzimidamide

4-(N-(3-chlorobenzyl)-S-methylsulfonimidoyl)-N′-hydroxybenzimidamide(1.2 g) was prepared by procedure as described in step-2 of example 1.

Step 4:—((3-chlorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-L⁶-sulfanone

To a stirred solution of4-(N-(3-chlorobenzyl)-S-methyisulfonimidoyl)-N′-hydroxybenzimidamide(1.2 g, 3.8 mmol) in tetrahydrofuran (6 mL), trifluoroacetic anhydride(0.6 mL, 4.5 mmol) was added slowly at 5° C. under nitrogen atmosphere.The resulting reaction mixture was stirred for 18 h at 25° C. Aftercompletion of the reaction, the reaction mixture was diluted with ethylacetate (60 mL). The ethyl acetate layer was washed with saturatedsodium bicarbonate solution (30 mL), dried over anhydrous sodiumsulphate and concentrated under vacuum. The crude product was purifiedby column chromatography on silica gel using hexane to 50% ethyl acetatein hexane as an eluent to obtain((3-chlorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-L2,4-oxadiazol-3-yl)phenyl)-},⁶-sulfanone(0.6 g, 1.2 mmol, 38% yield)

TABLE 7 The following compounds were prepared by the procedure analogousto that of the compound 182 using appropriate stating materials.Compound No. IUPAC Name Structure Yield 183((4-fluorobenzyl)imino)(methyl)(4- (5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)-λ⁶-sulfanone

0.3 g, 26% yield 184 ((2,4- difluorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)-λ⁶-sulfanone

0.3 g, 30% yield 185 ((3-fluorobenzyl)imino)(methyl)(4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)-λ⁶-sulfanone

0.3 g, 19% yield

Example 8: Preparation of3N-((4-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetamide(Compound No. 186)

Step-1: —2-(4-(N′-hydroxycarbamimidoyl)phenyl)acetic acid

To a stirred solution of 2-(4-cyanophenyl (acetic acid (5.0 g, 31.0mmol) in ethanol (120 mL), 50% of aqueous hydroxylamine solution (4.8mL, 155 mmol) was added at 0° C. and stirred at 65° C. for 4 h. Thereaction mixture was concentrated under vacuum to obtain2-(4-(N′-hydroxycarbamimidoyl)phenyl)acetic acid (5.5 g).

Step-2: —Preparation of2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetic acid

To a stirred solution of 2-(4-(N′-hydroxycarbamimidoyl)phenyl)aceticacid (5.5 g, 28.3 mmol) in tetrahydrofuran (100 mL), trifluoroaceticanhydride (8 mL, 56 6 mmol) was added at 0° C. under nitrogen atmosphereand stirred at 25° C. for 16 h. After completion of the reaction, thereaction mixture was concentrated and purified by column chromatographyon silica gel using hexane to 60% ethyl acetate in hexane as an eluentto obtain pure2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetic acid (6.0g, 78% yield).

Step-3: —Preparation ofN-((4-fluorophenyl)(methyl)(oxo)-/.⁶-sulfaneylidene)-2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetamide

To a stirred solution of2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetic acid (0.4g, 1.3 mmol) in dichloromethane (10 mL),1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.5 g, 2.6mmol) and 4-dimethylaminopyridine (0.5 g, 3 9 mmol) were added at 0-5°C. under nitrogen atmosphere.(4-fluorophenyl)(imino)(methyl)-λ⁶-sulfanone (0.3 g, 1.4 mmol was addedand stirred at 25° C. for 16 h. The resulting reaction mixture wasdiluted with dichloromethane (60 mL) and washed twice with water (20mL). Dichloromethane layer was collected and dried over anhydrous sodiumsulphate and concentrated under vacuum. Crude product was purified bypreparative HPLC to obtainN-((4-fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-2-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl)acetamide(0.3 g, 0.7 mmol, 54% yield).

TABLE 8 The following compounds were prepared by the procedure analogousto that of the compound 186 using appropriate starting materials.Compound No. IUPAC Name Structure Yield 187 N-((4-methoxyphenyl)(methyl)(oxo)- λ⁶-sulfaneylidene)-2-(4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3- yl)phenyl)acetamide

0.3 g, 54% yield 188 N-((2- fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.2 g, 42% yield 189 N-((4- chlorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.2 g, 49% yield 190 N-((3- fluorophenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.2 g, 41% yield 191 N-(methyl(oxo)(thiazol-2-yl)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.1 g, 23% yield 192 N-((3- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.3 g, 57% yield 193 N-((2,4- difluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetainide

0.2 g, 44% yield 194 N-(methyl(oxo)(phenyl)-λ⁶- sulfaneylidene)-2-(4-(5-(trifluoromethyl)-1,2,4- oxadiazol-3- yl)phenyl)acetamide

0.2 g, 36% yield 195 N-((2- fluorobenzyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-2-(4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)phenyl)acetamide

0.2 g, 42% yield

Example 9: —Preparation ofN42-fluorophenyl)(methyl)(oxo)-4⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

Step 1: —Synthesis of 5-(N′-hydroxycarbamimidoyl)picolinic acid

To a stirred solution of 5-cyanopicolinic acid (0.5 g, 3.4 mmol) inethanol (TO mL). 50% of aqueous hydroxylamine solution (0.52 mL, 16.9mmol) was added. The resulting reaction mixture was stirred at 65° C.for 4 hours. After completion of the reaction, the volatiles wereevaporated under vacuum to obtain 5-(N′-hydroxycarbamimidoyl)picolinicacid (0.6 g).

Step 2: —5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinic acid

To a stirred solution of 5-(N′-hydroxycarbamimidoyl)picolinic acid (6 g,33 mmol) in tetrahydrofuran (50 mL), trifluoroacetic anhydride (8.4 mL,59.6 mmol) was added slowly at 0-5° C. under nitrogen atmosphere. Theresulting reaction mixture was stirred for 18 h at 25° C. Solvent wasremoved under reduced pressure. Crude residue was stirred with water (20mL) at 25° C. Obtained precipitate was filtered and solid was driedunder vacuum to obtain5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinic acid (7.5 g, 28.9mmol).

Step 3: —Synthesis ofN-((2-fluorophenyl)(methyl)(oxo)-L⁵-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

N-((2-fluorophenyl)(methyl)(oxo)-X⁶-sulfaneylidene)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide(0.13 g, 23% yield) was synthesized by the procedure as described instep-3 of example 8.

TABLE 9 The following compounds were prepared by the procedure analogousto that of tire Compound 196 using appropriate starting materials.Compound No. IUPAC Name Structure Yield 197 N-(methyl(oxo)(phenyl)-λ⁶-sulfaneylidene-5-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

0.3 g, 49% yield 198 N-((4- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-5-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

0.3 g, 52% yield 199 N-(methyl(oxo)(pyridin-2-yl)-λ⁶-sulfaneylidene)-5-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

0.2 g, 38% yield 200 N-((2- methoxyethyl)(methyl)(oxo)-λ⁶-sulfaneylidene)-5-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinamide

0.3 g, 65% yield 201 2-fluoro-N- (methyl(oxo)(phenyl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.2 g, 42% yield 202 2-fluoro-N-((4- methoxyphenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.2 g, 51% yield 203 2-fluoro-N-((2- fluorophenyl)(methyl)(oxo)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 18% yield 204 N-(ethyl(methyl)(oxo)-λ⁶-sulfanylidene)-2-fluoro-4-(5- (trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide

0.05 g, 16% yield 205 2-fluoro-N- (methyl(oxo)(pyridin-2-yl)-λ⁶-sulfanylidene)-4-(5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)benzamide

0.1 g, 25% yield

Example 10—Preparation ofN-(methyl(oxo)(phenyl)-//′-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide(compound no. 222)

Step 1: —Preparation of methyl-4-(2-amino-2-(hydroxyimino)ethyl)benzoate

To a solution of methyl 4-(cyanomethyl)benzoate (9.5 g, 54.2 mmol) inethanol (100 mL), hydroxylamine hydrochloride (6.78 g, 98 mmol) andsodium bicarbonate (8.20 g, 98 mmol) were added. The resulting reactionmixture was stirred at 65° C. for 18 h. The reaction mixture wasfiltered and the filtrate was concentrated under reduced pressure toobtain methyl-4-(2-amino-2-(hydroxyimino)ethyl)benzoate (1L2 g, 53.8mmol, 99% yield).

Step 2: —Preparation of methyl4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzoate

To a solution of methyl-4-(2-amino-2-(hydroxyimino)ethyl)benzoate (11.2g, 53.8 mmol) in tetrahydrofuran (100 mL), trifluoroacetic anhydride(11.4 mL, 81 mmol) was added at 0-5° C. and stirred at 25° C. for 16 h.The resulting reaction mixture was poured into ice cold mixture of ethylacetate (300 mL) and saturated sodium bicarbonate solution (200 mL) withstirring (caution—pH must remain basic). The ethyl acetate layer wasseparated, washed twice with saturated sodium bicarbonate solution (50mL), dried over anhydrous sodium sulphate and concentrated. The crudeproduct was purified by flash column chromatography on silica gel using0-50% ethyl acetate in hexane as an eluent to obtain pure methyl4((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzoate (15.4 g,31.4 mmol, 58% yield).

Step-3:—N-(methyl(oxo)(phenyl)-X⁶-sulfaneylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide(compound no. 222)

To a stirred solution of methyl4((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzoate (0.4 g, 1.2mmol), imino(methyl)(phenyl)-V-sulfanone (0.5 g, 3.1 mmol) and toluene(7 mL), trimethylaluminium 25% in hexane (1.529 ml, 3.06 mmol) was addedat 0-5° C. and stirred at 65° C. for 16 h. The resulting reactionmixture was cooled to 25° C. and poured into a mixture of 5% aq. aceticacid (7 mL) and ethyl acetate (15 mL), stirred at 25° C. for 10 minutes,organic layer was isolated. Aqueous layer was again extracted into ethylacetate (20 mL). Ethyl acetate layer was washed by water (20 mL), driedover anhydrous sodium sulphate and concentrated under reduced pressure.Purification was done by column chromatography on silica gel usinghexane to 60% ethyl acetate in hexane as an eluent to obtainN-(methyl(oxo)(phenyl)4,⁶-sulfanylidene)-4-((5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)methyl)benzamide(0.4 g, 1.0 mmol, 78% yield).

TABLE 10 The following compound was prepared by the procedure analogousto that of the compound no. 222 using appropriate starting materials.Compound No. IUPAC Name Structure Yield 221 N-(methyl(oxo)(propyl)-λ⁶-sulfaneylidene)-4-((5- (trifluoromethyl)-1,2,4- oxadiazol-3-yl)methyl)benzamide

0.2 g, 40% yield

BIOLOGY EXAMPLES Biological Test Examples for Fungal Pathogens Example1: Pyricularia oryme (Rice Blast)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 60% relative humidity for seven days and radial growthwas measured. Compounds 3 13 14 15 17 18 19 20 22 23 27 29 96 97 106 114117 122 124 127 130 133 134 137 138 139 141 143 144 145 146 147 148 149151 151 152 152 165 166 167 169 171 181 182 183 184 & 185 at 300 ppmgave more than 70% control in these tests when compared to the untreatedcheck which showed extensive disease development.

Example 2: Rhizoctonia solani (Rice Sheath Blight/Potato Black Scurf)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL, mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 60% relative humidity for seven days and radial growthwas measured. Compounds 15 50 90 128 & 133 at 300 ppm gave more than 70%control in these tests when compared to the untreated check which showedextensive disease development.

Example 3: Botrytis cinerea (Gray Mold)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 22° C.temperature and 90% relative humidity for seven days and radial growthwas measured. Compounds 14 15 17 23 48 90 108 109 133 138 139 140 153156 & 157 at 300 ppm gave more than 70% in these tests when compared tothe untreated check which showed extensive disease development.

Example 4: Alternaria solani (Early Blight of Tomato/Potato)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 60% relative humidity for seven days and radial growthwas measured. Compounds 13 14 15 17 18 20 23 33 47 48 56 59 62 71 73 7594 96 99 108 109 117 137 148 157 158 162 & 163 at 300 ppm gave more than70% control in these tests when compared to the untreated check whichshowed extensive disease development.

Example 5: Colletotrichum capsici (Anthracnose)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 60% relative humidity for seven days and radial growthwas measured. Compounds 13 15 17 18 22 23 133 156 181 at 300 ppm gavemore than 70% control in these tests when compared to the untreatedcheck which showed extensive disease development.

Example 6: Septoria lycopersici (Leaf Spot of Tomato)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 70% relative humidity for seven days and radial growthwas measured. Compound 134 at 300 ppm gave more than 70% control inthese tests when compared to the untreated check which showed extensivedisease development.

Example 7: Fusarium culmorum (Foot Rot of Cereals)

Compounds were dissolved in 0.3% DMSO & then added to Potato DextroseAgar medium just prior to dispensing it into petri dishes. 5 mL mediumwith compound in the desired concentration was dispensed into 60 mmsterile petri-plates. After solidification, each plate was seeded with 5mm size mycelial disc taken form periphery of actively growing virulentculture plate. Plates were incubated in growth chambers at 25° C.temperature and 60% relative humidity for seven days and radial growthwas measured.

Example 8: Phakopsora pachyrhizi Test in Soybean

Compounds were dissolved in 2% DMSO/Acetone & then mixed with water tothe calibrated spray volume of 50 mL and poured into the spray bottlesfor further applications.

To test the preventive activity of compounds, healthy young soybeanplants raised in the greenhouse were sprayed with active compoundpreparation at the stated application rates inside the spray cabinetsusing hallowcone nozzles. One day after treatment, the plants wereinoculated with spore suspension containing 2.1×10⁶ Phakopsorapachyrhizi inoculum. The inoculated plants were then kept in greenhousechamber at 25° C. temperature & 90% relative humidity for diseaseexpression.

A visual assessment of compound's performance was carried out by ratingthe disease severity (0-100% scale) on treated plants on 3, 7, 10 & 15days after application. Efficacy (% control) of the compounds wascalculated by comparing the disease rating in the treatment with the oneof the untreated control. The sprayed plants were also assessed forcompound's plant compatibility by recording symptoms like necrosis,chlorosis & stunting.

Compounds 1 2 3 4 5 6 7 9 10 12 14 15 17 18 19 20 21 22 23 25 26 27 2831 36 38 40 42 47 48 50 51 52 53 56 57 58 59 62 71 75 85 89 91 92 99 108109 110 showed >90% at 500 ppm control in these tests when compared tothe untreated check which showed extensive disease development.

1-13. (canceled)
 14. A compound of Formula Ia;

wherein L¹ is a direct bond; A is phenyl; L² is a fragment selected fromthe group of

wherein, k is an integer ranging from 0 to 4; an expression “#”indicates the point of attachment; R⁷ and R⁸ are independently selectedfrom hydrogen, halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl,C₂-C₄-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; or R⁷ and R⁸ together with the atoms to which they areattached may form 3- to 5-membered non-aromatic carbocylic ring orheterocyclic ring which may be optionally substituted with halogen,C₁-C₂-alkyl, C₁-C₂-haloalkyl or C₁-C₂-alkoxy; R⁹ is selected from thegroup consisting of hydrogen; NR^(g)R^(h), wherein, R^(g) and R^(h)independently represent hydrogen, hydroxyl, cyano, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy or C₃-C₈-cycloalkyl; (C═O)—R^(i), wherein,R^(i) represents hydrogen, halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl,C₂-C₄-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, andC₁-C₄-haloalkoxy; C₁₋₈-alkyl-S(O)₀₋₂R^(j), wherein R^(j) representshydrogen, halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl; C₁-C₆-alkyl-(C═O)—R^(i),CR^(i)═NR^(g), C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl, C₄-C₈-cycloalkenyl,C₅-C₈-cycloalkynyl, C₇-C₁₉-aralkyl: wherein, R^(g) may optionally besubstituted with one or more identical or different substituentsselected from the group consisting of halogen, cyano, nitro, hydroxy,C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy-C₁-C₄-alkyl,C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,C₁-C₆-alkylaminocarbonyl and di-C₁-C₆-alkylaminocarbonyl; R¹⁰ isselected from the group consisting of halogen, hydroxy, cyano, —OR¹²,—NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹², —C(═O)NR¹³R¹⁴,—NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶,—CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵,—O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN,—C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkyl-C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl,C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkylamino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ¹Q¹; Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), N, O,C(O), C(S), C(═CR^(2d)R^(3d)) or S(O)₀₋₂; Q¹ and Q² are independentlyselected from phenyl, benzyl, naphthalenyl, a 5- or 6-membered aromaticring, an 8- to 11-membered aromatic multi-cyclic ring system, an 8- to11-membered aromatic fused ring system, a 5- or 6-memberedheteroaromatic ring, an 8- to 11-membered heteroaromatic multi-cyclicring system or an 8- to 11-membered heteroaromatic fused ring system;wherein the heteroatom of the heteroaromatic rings is selected from N, Oor S, and each ring or ring system may be optionally substituted withone or more substituents independently selected from R¹⁷; or Q¹ and Q²are independently selected from a 3- to 7-membered non-aromaticcarbocyclic ring, a 4-, 5-, 6- or 7-membered non-aromatic heterocyclicring, an 8- to 15-membered non-aromatic multi-cyclic ring system, an 5-to 15 membered spirocyclic ring system, or an 8- to 15-memberednon-aromatic fused ring system, wherein, the heteroatom of thenon-aromatic rings is selected from N, O or S(O)₀₋₂, and C ring memberof the non-aromatic carbocylic or non-aromatic heterocyclic rings orring systems may be replaced with C(O), C(S), C(═CR^(2c)R^(3c)) orC(═NR^(6b)), and each ring or ring system may be optionally substitutedwith one or more substituents independently selected from R¹⁷; wherein,R¹⁷ is selected from the group consisting of hydrogen, halogen, hydroxy,cyano, —OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹²,—C(═O)NR¹³R¹⁴, —NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵,—NR¹³SO₂R¹⁶, -CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R⁵,—O(C═S)R¹⁵, —O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN,—C(═O)NHCN, —C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl,C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ²Q²; R⁹ and R¹⁰; and or R⁹ and R^(A) together with the atoms to whichthey are attached may form a 3- to 10-membered carbocyclic ring or ringsystem, or heterocyclic ring or ring system which may be optionallysubstituted with R¹⁷; wherein, R¹² is selected from the group consistingof C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹³ and R¹⁴ are independently selected from thegroup consisting of hydrogen, hydroxyl, cyano, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹⁵ is selected from the group consisting ofhydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl,and R¹⁶ is selected from the group consisting of hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₆-cycloalkyl and C₃-C₈-cycloalkyl; or N-oxides, metal complexes,isomers, polymorphs or the agriculturally acceptable salts thereof. 15.The compound of claim 14, wherein L² is the fragment of formula L^(2a).16. The compound of claim 14, wherein L² is the fragment of formulaL^(2b).
 17. A compound of Formula Ib;

L¹ is a direct bond, —CR²R³—, —C(═O)—, —O—, —S(═O)₀₋₂—, —NR⁴— or—CR²R³C(═O)—, wherein, an expression “-” at the start and the end of thegroup indicates the point of attachment to either oxadiazole ring or A;A is an aromatic or non-aromatic 5- or 6-membered carbocyclic ring,wherein the ring members of the non-aromatic carbocyclic ring areselected from C, C(═O), C(═S), C(═CR^(2a)R^(3a)) and C═NR⁶; or A is anaromatic or non-aromatic 5- or 6-membered heterocyclic ring; wherein theheteroatom of the aromatic heterocyclic ring is selected from N, O andS; wherein heteroatom of the non-aromatic heterocyclic ring is selectedfrom N, O, S(═O)₀₋₂, and S(═O)₀₋₁(═NR⁶) and one or more C atoms of thenon-aromatic heterocyclic ring may be optionally replaced by C(═O),C(═S), C(═CR^(2a)R^(3a)) and C═NR⁶; and wherein, A is unsubstituted oris substituted with one or more identical or different R^(A) groups,wherein, R^(A) is selected from the group consisting of halogen, cyano,nitro, amino, hydroxy, SF₅, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy-C₁-C₄-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio andC₁-C₆-haloalkylsulfinyl; wherein, R^(A) may be optionally substitutedwith one or more identical or different R^(a) selected from halogen,cyano, nitro, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy orC₁-C₆-haloalkoxy; or two R^(A) together with the atoms to which they areattached may form a 3- to 10-membered aromatic or non-aromaticcarbocyclic ring or ring system, or aromatic or non-aromaticheterocyclic ring or ring system which may be optionally substitutedwith one or more identical or different R^(a), R⁴, R⁶, R^(6a), R^(6b),and R^(6c) are independently selected from the group of hydrogen, cyano,hydroxy, NR^(b)R^(c), (C═O)—R^(d), S(O)₀₋₂R^(e), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylamino,di-C₁-C₆-alkylamino, tri-C₁-C₆-alkylamino and C₃-C₈-cycloalkyl; R^(b)and R^(c) are independently selected from the group of hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₃-C₈-cycloalkyl or C₃-C₈-halocycloalkyl, R^(d) is selected from thegroup of hydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl; and R^(e) is selected from the group of hydrogen,halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-halocycloalkyl; L² is afragment selected from the group of

wherein, k is an integer ranging from 0 to 4; an expression “#”indicates the point of attachment; wherein, in Formula I when R¹ is CF₃;A is phenyl ring or C₃-C₇ carbocyclic ring or 5- to 6-memberedheterocyclic ring; L² is L²a wherein S atom of L²a is attached to A, andk=0 then R¹⁰ is not hydrogen, cyano, nitro, C₁-C₃alkyl or C₁-C₃haloalkyl; wherein, in Formula I when R¹ is CF₃; A is phenyl ring or 5-to 6-membered heteroaromatic ring L² is L^(2b) wherein S atom of L^(2b)is attached to A, and k=0 to 4 then R¹⁰ is not cyano, nitro, R¹¹ andOR¹¹; wherein, R¹¹ is hydrogen, C₁-C₆-alkyl optionally substituted witha group selected from halogen, cyano, nitro, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, and phenyl ringoptionally substituted with C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxyand C₁-C₆-haloalkoxy; R², R³, R^(2a), R^(3a), R^(2b), R^(3b), R^(2c),R^(3c), R^(2d), R^(3d), R^(2e), R^(3e), R⁷ and R⁸ are independentlyselected from hydrogen, halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl,C₂-C₄-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; or R² and R³; R^(2a) and R^(3a); R^(2b) and R^(3b);R^(2c) and R^(3c); R^(2d) and R^(3d); R^(2e) and R^(3e); and or R⁷ andR⁸ together with the atoms to which they are attached may form 3- to5-membered non-aromatic carbocylic ring or heterocyclic ring which maybe optionally substituted with halogen, C₁-C₂-alkyl, C₁-C₂-haloalkyl orC₁-C₂-alkoxy; R⁹ is selected from the group consisting of hydrogen;NR^(g)R^(h), wherein, R^(g) and R^(h)independently represent hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy orC₃-C₈-cycloalkyl; (C═O)—R^(i), wherein, R^(i) represents hydrogen,halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl,C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, and C₁-C₄-haloalkoxy;C₁₋₈-alkyl-S(O)₀₋₂R^(j), wherein R^(j) represents hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl; C₁-C₆-alkyl-(C═O)—R^(i), CR^(i)═NR^(g), C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,C₄-C₈-cycloalkenyl, C₅-C₈-cycloalkynyl, C₇-C₁₉-aralkyl; wherein, R⁹ mayoptionally be substituted with one or more identical or differentsubstituents selected from the group consisting of halogen, cyano,nitro, hydroxy, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy-C₁-C₄-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,C₁-C₆-alkylaminocarbonyl and di-C₁-C₆-alkylaminocarbonyl; R¹⁰ isselected from the group consisting of halogen, hydroxy, cyano, —OR¹²,—NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹², —C(═O)NR¹³R¹⁴,—NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶,—CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵,—O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN,—C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkyl-C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl,C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ¹Q¹; Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), N, O,C(O), C(S), C(═CR^(2d)R^(3d)) or S(O)₀₋₂; Q¹ and Q² are independentlyselected from phenyl, benzyl, naphthalenyl, a 5- or 6-membered aromaticring, an 8- to 11-membered aromatic multi-cyclic ring system, an 8- to11-membered aromatic fused ring system, a 5- or 6-memberedheteroaromatic ring, an 8- to 11-membered heteroaromatic multi-cyclicring system or an 8- to 11-membered heteroaromatic fused ring system;wherein the heteroatom of the heteroaromatic rings is selected from N, Oor S, and each ring or ring system may be optionally substituted withone or more substituents independently selected from R¹⁷; or Q¹ and Q²are independently selected from a 3- to 7-membered non-aromaticcarbocyclic ring, a 4-, 5-, 6- or 7-membered non-aromatic heterocyclicring, an 8- to 15-membered non-aromatic multi-cyclic ring system, an 5-to 15 membered spirocyclic ring system, or an 8- to 15-memberednon-aromatic fused ring system, wherein, the heteroatom of thenon-aromatic rings is selected from N, O or S(O)₀₋₂, and C ring memberof the non-aromatic carbocylic or non-aromatic heterocyclic rings orring systems may be replaced with C(O), C(S), C(═CR^(2c)R^(3c)) orC(═NR^(6b)), and each ring or ring system may be optionally substitutedwith one or more substituents independently selected from R¹⁷; wherein,R¹⁷ is selected from the group consisting of hydrogen, halogen, hydroxy,cyano, —OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹²,—C(═O)NR¹³R¹⁴, —NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵,—NR¹³SO₂R¹⁶, —CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵,—O(C═S)R¹⁵, —O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN,—C(═O)NHCN, —C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl,C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₆-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ²Q²; R⁹ and R¹⁰; and or R⁹ and R^(A) together with the atoms to whichthey are attached may form a 3- to 10-membered carbocyclic ring or ringsystem, or heterocyclic ring or ring system which may be optionallysubstituted with R¹⁷; wherein, R¹² is selected from the group consistingof C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹³ and R¹⁴ are independently selected from thegroup consisting of hydrogen, hydroxyl, cyano, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹⁵ is selected from the group consisting ofhydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl,and R¹⁶ is selected from the group consisting of hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl; or N-oxides, metal complexes,isomers, polymorphs or the agriculturally acceptable salts thereof. 18.The compound of claim 17, wherein L¹ is a direct bond.
 19. The compoundof claim 17, wherein A is phenyl.
 20. The compound of claim 17, whereinL¹ is a direct bond and A is phenyl.
 21. The compound of claim 17,wherein L² is the fragment of formula L^(2a).
 22. The compound of claim17, wherein L² is the fragment of formula L^(2b).
 23. The compound ofclaim 17, wherein L¹ is a direct bond and L² is the fragment of formulaL^(2a).
 24. The compound of claim 17, wherein L¹ is a direct bond and L²is the fragment of formula L^(2b).
 25. The compound of claim 17, Thecompound of claim 17, wherein A is phenyl and L² is the fragment offormula L^(2a).
 26. The compound of claim 17, The compound of claim 17,wherein A is phenyl and L² is the fragment of formula L^(2b).
 27. Thecompound of claim 17, wherein L¹ is a direct bond, A is phenyl, and L²is the fragment of formula L²a.
 28. The compound of claim 17, wherein L¹is a direct bond, A is phenyl, and L² is the fragment of formula L^(2b).29. A method for producing an intermediate, the method comprising:reacting the compound of claim 14 with hydroxyl amine hydrochloride. 30.A method for producing an intermediate, the method comprising: reactingthe compound of claim 15 with hydroxyl amine hydrochloride.
 31. A methodfor producing an intermediate, the method comprising: reacting thecompound of claim 16 with hydroxyl amine hydrochloride.
 32. Use of thecompound of claim 14 for the synthesis of compound of formula (l)

wherein: R¹ is C₁-C₂-haloalkyl; L¹ is a direct bond, —CR²R³—, —C(═O)—,—O—, —S(═O)₀₋₂—, —NR⁴— or —CR²R³C(═O)—, wherein, an expression “-” atthe start and the end of the group indicates the point of attachment toeither oxadiazole ring or A; A is an aromatic or non-aromatic 5- or6-membered carbocyclic ring, wherein the ring members of thenon-aromatic carbocyclic ring are selected from C, C(═O), C(═S),C(═CR^(2a)R^(3a)) and C═NR⁶; or A is an aromatic or non-aromatic 5- or6-membered heterocyclic ring; wherein the heteroatom of the aromaticheterocyclic ring is selected from N, O and S; wherein heteroatom of thenon-aromatic heterocyclic ring is selected from N, O, S(═O)₀₋₂, andS(═O)₀₋₁(═NR⁶) and one or more C atoms of the non-aromatic heterocyclicring may be optionally replaced by C(═O), C(═S), C(═CR^(2a)R^(3a)) andC═NR⁶; and wherein, A is unsubstituted or is substituted with one ormore identical or different R^(A) groups, wherein, R^(A) is selectedfrom the group consisting of halogen, cyano, nitro, amino, hydroxy, SF₅,C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy-C₁-C₄-alkyl,C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio andC₁-C₆-haloalkylsulfinyl; wherein, R^(A) may be optionally substitutedwith one or more identical or different R^(a) selected from halogen,cyano, nitro, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy orC₁-C₆-haloalkoxy; or two R^(A) together with the atoms to which they areattached may form a 3- to 10-membered aromatic or non-aromaticcarbocyclic ring or ring system, or aromatic or non-aromaticheterocyclic ring or ring system which may be optionally substitutedwith one or more identical or different R^(a), R⁴, R⁶, R^(6a), R^(6b),and R^(6c) are independently selected from the group of hydrogen, cyano,hydroxy, NR^(b)R^(c), (C═O)—R^(d), S(O)₀₋₂R^(e), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylamino,di-C₁-C₆-alkylamino, tri-C₁-C₆-alkylamino and C₃-C₈-cycloalkyl; R^(b)and R^(c) are independently selected from the group of hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₃-C₈-cycloalkyl or C₃-C₈-halocycloalkyl, R^(d) is selected from thegroup of hydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl; and R^(e) is selected from the group of hydrogen,halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-halocycloalkyl; L² is afragment selected from the group of

wherein, k is an integer ranging from 0 to 4; an expression “#”indicates the point of attachment; wherein, in Formula I when R¹ is CF₃;A is phenyl ring or C₃-C₇ carbocyclic ring or 5- to 6-memberedheterocyclic ring; L² is L²a wherein S atom of L²a is attached to A, andk=0 then R¹⁰ is not hydrogen, cyano, nitro, C₁-C₃alkyl or C₁-C₃haloalkyl; wherein, in Formula I when R¹ is CF₃; A is phenyl ring or 5-to 6-membered heteroaromatic ring L² is L^(2b), wherein S atom of L^(2b)is attached to A, and k=0 to 4 then R¹⁰ is not cyano, nitro, R¹¹ andOR¹¹; wherein, R¹¹ is hydrogen, C₁-C₆-alkyl optionally substituted witha group selected from halogen, cyano, nitro, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, and phenyl ringoptionally substituted with C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxyand C₁-C₆-haloalkoxy; R², R³, R^(2a), R^(3a), R^(2b), R^(3b), R^(2c),R^(3c), R^(2d), R^(3d), R^(2e), R^(3e), R⁷ and R⁸ are independentlyselected from hydrogen, halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl,C₂-C₄-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; or R² and R³; R^(2a) and R^(3a); R^(2b) and R^(3b);R^(2c) and R^(3c); R^(2d) and R^(3d); R^(2e) and R^(3e); and or R⁷ andR⁸ together with the atoms to which they are attached may form 3- to5-membered non-aromatic carbocylic ring or heterocyclic ring which maybe optionally substituted with halogen, C₁-C₂-alkyl, C₁-C₂-haloalkyl orC₁-C₂-alkoxy; R⁹ is selected from the group consisting of hydrogen;NR^(g)R^(h), wherein, R^(g) and R^(h) independently represent hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy orC₃-C₈-cycloalkyl; (C═O)—R^(i), wherein, R^(i) represents hydrogen,halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl,C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, and C₁-C₄-haloalkoxy;C₁₋₈-alkyl-S(O)₀₋₂R^(j), wherein R^(j) represents hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl; C₁-C₆-alkyl-(C═O)—R^(i), CR^(i)═NR^(g), C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,C₄-C₈-cycloalkenyl, C₅-C₈-cycloalkynyl, C₇-C₁₉-aralkyl; wherein, R⁹ mayoptionally be substituted with one or more identical or differentsubstituents selected from the group consisting of halogen, cyano,nitro, hydroxy, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy-C₁-C₄-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,C₁-C₆-alkylaminocarbonyl and di-C₁-C₆-alkylaminocarbonyl; R¹⁰ isselected from the group consisting of halogen, hydroxy, cyano, —OR¹²,—NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹², —C(═O)NR¹³R¹⁴,—NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶,—CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵,—O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN,—C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkyl-C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl,C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ¹Q¹; Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), N, O,C(O), C(S), C(═CR^(2d)R^(3d)) or S(O)₀₋₂; Q¹ and Q² are independentlyselected from phenyl, benzyl, naphthalenyl, a 5- or 6-membered aromaticring, an 8- to 11-membered aromatic multi-cyclic ring system, an 8- to11-membered aromatic fused ring system, a 5- or 6-memberedheteroaromatic ring, an 8- to 11-membered heteroaromatic multi-cyclicring system or an 8- to 11-membered heteroaromatic fused ring system;wherein the heteroatom of the heteroaromatic rings is selected from N, Oor S, and each ring or ring system may be optionally substituted withone or more substituents independently selected from R¹⁷; or Q¹ and Q²are independently selected from a 3- to 7-membered non-aromaticcarbocyclic ring, a 4-, 5-, 6- or 7-membered non-aromatic heterocyclicring, an 8- to 15-membered non-aromatic multi-cyclic ring system, an 5-to 15 membered spirocyclic ring system, or an 8- to 15-memberednon-aromatic fused ring system, wherein, the heteroatom of thenon-aromatic rings is selected from N, O or S(O)₀₋₂, and C ring memberof the non-aromatic carbocylic or non-aromatic heterocyclic rings orring systems may be replaced with C(O), C(S), C(═CR^(2c)R^(3c)) orC(═NR^(6b)), and each ring or ring system may be optionally substitutedwith one or more substituents independently selected from R¹⁷; wherein,R¹⁷ is selected from the group consisting of hydrogen, halogen, hydroxy,cyano, —OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹²,—C(═O)NR¹³R¹⁴, —NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵,—NR¹³SO₂R¹⁶, —CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵,—O(C═S)R¹⁵, —O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN,—C(═O)NHCN, —C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl,C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ²Q²; R⁹ and R¹⁰; and or R⁹ and R^(A) together with the atoms to whichthey are attached may form a 3- to 10-membered carbocyclic ring or ringsystem, or heterocyclic ring or ring system which may be optionallysubstituted with R¹⁷; wherein, R¹² is selected from the group consistingof C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹³ and R¹⁴ are independently selected from thegroup consisting of hydrogen, hydroxyl, cyano, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹⁵ is selected from the group consisting ofhydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl,and R¹⁶ is selected from the group consisting of hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl.
 33. Use of the compound of claim17 for the synthesis of compound of formula (1)

wherein: R¹ is C₁-C₂-haloalkyl; L¹ is a direct bond, —CR²R³—, —C(═O)—,—O—, —S(═O)₀₋₂—, —NR⁴— or —CR²R³C(═O)—, wherein, an expression “-” atthe start and the end of the group indicates the point of attachment toeither oxadiazole ring or A; A is an aromatic or non-aromatic 5- or6-membered carbocyclic ring, wherein the ring members of thenon-aromatic carbocyclic ring are selected from C, C(═O), C(═S),C(═CR^(2a)R^(3a)) and C═NR⁶; or A is an aromatic or non-aromatic 5- or6-membered heterocyclic ring; wherein the heteroatom of the aromaticheterocyclic ring is selected from N, O and S; wherein heteroatom of thenon-aromatic heterocyclic ring is selected from N, O, S(═O)₀₋₂, andS(═O)₀₋₁(═NR⁶) and one or more C atoms of the non-aromatic heterocyclicring may be optionally replaced by C(═O), C(═S), C(═CR^(2a)R^(3a)) andC═NR⁶; and wherein, A is unsubstituted or is substituted with one ormore identical or different R^(A) groups, wherein, R^(A) is selectedfrom the group consisting of halogen, cyano, nitro, amino, hydroxy, SF₅,C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy-C₁-C₄-alkyl,C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio andC₁-C₆-haloalkylsulfinyl; wherein, R^(A) may be optionally substitutedwith one or more identical or different R^(a) selected from halogen,cyano, nitro, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy orC₁-C₆-haloalkoxy; or two R^(A) together with the atoms to which they areattached may form a 3- to 10-membered aromatic or non-aromaticcarbocyclic ring or ring system, or aromatic or non-aromaticheterocyclic ring or ring system which may be optionally substitutedwith one or more identical or different R^(a), R⁴, R⁶, R^(6a), R^(6b),and R^(6c) are independently selected from the group of hydrogen, cyano,hydroxy, NR^(b)R^(c), (C═O)—R^(d), S(O)₀₋₂R^(e), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylamino,di-C₁-C₆-alkylamino, tri-C₁-C₆-alkylamino and C₃-C₈-cycloalkyl; R^(b)and R^(c) are independently selected from the group of hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₃-C₈-cycloalkyl or C₃-C₈-halocycloalkyl, R^(d) is selected from thegroup of hydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl; and R^(e) is selected from the group of hydrogen,halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-halocycloalkyl; L² is afragment selected from the group of

wherein, k is an integer ranging from 0 to 4; an expression “#”indicates the point of attachment; wherein, in Formula I when R¹ is CF₃;A is phenyl ring or C₃-C₇ carbocyclic ring or 5- to 6-memberedheterocyclic ring; L² is L^(2a) wherein S atom of L^(2a) is attached toA, and k=0 then R¹⁰ is not hydrogen, cyano, nitro, C₁-C₃alkyl or C₁-C₃haloalkyl; wherein, in Formula I when R¹ is CF₃; A is phenyl ring or 5-to 6-membered heteroaromatic ring L² is L^(2b), wherein S atom of L^(2b)is attached to A, and k=0 to 4 then R¹⁰ is not cyano, nitro, R¹¹ andOR¹¹; wherein, R¹¹ is hydrogen, C₁-C₆-alkyl optionally substituted witha group selected from halogen, cyano, nitro, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, and phenyl ringoptionally substituted with C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxyand C₁-C₆-haloalkoxy; R², R³, R^(2a), R³, R^(2b), R^(3b), R^(2c),R^(3c), R^(2d), R^(3d), R^(2e), R^(3e), R⁷ and R⁸ are independentlyselected from hydrogen, halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl,C₂-C₄-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; or R² and R³; R^(2a) and R^(3a); R^(2b) and R^(3b);R^(2c) and R^(3c); R^(2d) and R^(3d); R^(2e) and R^(3e); and or R⁷ andR⁸ together with the atoms to which they are attached may form 3- to5-membered non-aromatic carbocylic ring or heterocyclic ring which maybe optionally substituted with halogen, C₁-C₂-alkyl, C₁-C₂-haloalkyl orC₁-C₂-alkoxy; R⁹ is selected from the group consisting of hydrogen;NR^(g)R^(h), wherein, R^(g) and R^(h) independently represent hydrogen,hydroxyl, cyano, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy orC₃-C₈-cycloalkyl; (C═O)—R^(i), wherein, R^(i) represents hydrogen,halogen, cyano, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl,C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂-C₄-haloalkynyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₁-C₄-alkoxy, and C₁-C₄-haloalkoxy;C₁₋₈-alkyl-S(O)₀₋₂R^(j), wherein R^(j) represents hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl; C₁-C₆-alkyl-(C═O)—R^(i), CR^(i)═NR^(g), C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,C₄-C₈-cycloalkenyl, C₅-C₈-cycloalkynyl, C₇-C₁₉-aralkyl; wherein, R⁹ mayoptionally be substituted with one or more identical or differentsubstituents selected from the group consisting of halogen, cyano,nitro, hydroxy, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkylalkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy-C₁-C₄-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₁-C₆-haloalkoxycarbonyl, C₁-C₆-alkylcarbonyl, C₁-C₆-alkoxycarbonyl,C₁-C₆-alkylaminocarbonyl and di-C₁-C₆-alkylaminocarbonyl; R¹⁰ isselected from the group consisting of halogen, hydroxy, cyano, —OR¹²,—NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹², —C(═O)NR¹³R¹⁴,—NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵, —NR¹³SO₂R¹⁶,—CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵, —O(C═S)R¹⁵,—O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN, —C(═O)NHCN,—C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl,C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl, C₁-C₆-alkyl-C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl,C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₈-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ¹Q¹; Z¹ and Z² are independently a direct bond, CR^(2d)R^(3d), N, O,C(O), C(S), C(═CR^(2d)R^(3d)) or S(O)₀₋₂; Q¹ and Q² are independentlyselected from phenyl, benzyl, naphthalenyl, a 5- or 6-membered aromaticring, an 8- to 11-membered aromatic multi-cyclic ring system, an 8- to11-membered aromatic fused ring system, a 5- or 6-memberedheteroaromatic ring, an 8- to 11-membered heteroaromatic multi-cyclicring system or an 8- to 11-membered heteroaromatic fused ring system;wherein the heteroatom of the heteroaromatic rings is selected from N, Oor S, and each ring or ring system may be optionally substituted withone or more substituents independently selected from R¹⁷; or Q¹ and Q²are independently selected from a 3- to 7-membered non-aromaticcarbocyclic ring, a 4-, 5-, 6- or 7-membered non-aromatic heterocyclicring, an 8- to 15-membered non-aromatic multi-cyclic ring system, an 5-to 15 membered spirocyclic ring system, or an 8- to 15-memberednon-aromatic fused ring system, wherein, the heteroatom of thenon-aromatic rings is selected from N, O or S(O)₀₋₂, and C ring memberof the non-aromatic carbocylic or non-aromatic heterocyclic rings orring systems may be replaced with C(O), C(S), C(═CR^(2c)R^(3c)) orC(═NR^(6b)), and each ring or ring system may be optionally substitutedwith one or more substituents independently selected from R¹⁷; wherein,R¹⁷ is selected from the group consisting of hydrogen, halogen, hydroxy,cyano, —OR¹², —NR¹³R¹⁴, nitro, —SH, —SCN, —COR¹⁵, —C(═O)OR¹²,—C(═O)NR¹³R¹⁴, —NR¹³C(═O)R¹⁵, —O(C═O)R¹⁵, —O(C═O)NR¹³R¹⁴, —C(═NOR¹³)R¹⁵,—NR¹³SO₂R¹⁶, —CSR¹⁶, —C(═S)OR¹², —C(═S)NR¹³R¹⁴, —NR¹³C(═S)R¹⁵,—O(C═S)R¹⁵, —O(C═S)NR¹³R¹⁴, —O(C═S)SR¹⁶, —N═C(R¹⁵)₂, —NHCN, —SO₂NHCN,—C(═O)NHCN, —C(═S)NHCN, —C(═S(O))NHCN, —SO₂NR¹²R¹³, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl,C₂-C₆-haloalkynyl, C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl,C₃-C₈-cycloalkyl-C₃-C₈-cycloalkyl, C₃-C₈-halocycloalkyl-C₁-C₆-alkyl,C₁-C₆-alkyl-C₃-C₈-cycloalkyl-C₁-C₆-alkyl, C₃-C₈-cycloalkenyl,C₃-C₈-halocycloalkenyl, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₃-C₈-cycloalkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkyl-C₁-C₆-thioalkyl, C₁-C₆-alkylsulfinyl-C₁-C₆-alkyl,C₁-C₆-alkylsulfonyl-C₁-C₆-alkyl, C₁-C₆-alkylamino, di-C₁-C₆-alkylamino,C₁-C₆-alkylamino-C₁-C₆-alkyl, di-C₁-C₆-alkylamino-C₁-C₆-alkyl,C₁-C₆-haloalkylamino-C₁-C₆-alkyl, C₃-C₈-cycloalkylamino,C₃-C₈-cycloalkylamino-C₁-C₆-alkyl, C₁-C₆-alkylcarbonyl,C₁-C₆-haloalkoxy-C₁-C₆-alkyl, C₁-C₆-hydroxyalkyl, C₂-C₆-hydroxyalkenyl,C₂-C₆-hydroxyalkynyl, C₃-C₈-halocycloalkoxy,C₃-C₈-cycloalkyl-C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkoxy,C₁-C₆-alkylcarbonylalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₃-C₈-cycloalkylthio, C₁-C₆-alkylsulfinyl, C₁-C₆-haloalkylsulfinyl,C₁-C₆-alkylsulfonyl, C₁-C₆-haloalkylsulfonyl, C₃-C₈-cycloalkylsulfonyl,C₃-C₈-cycloalkylsulfinyl, tri-C₁-C₆-alkylsilyl,C₁-C₆-alkylsulfonylamino, C₁-C₆-haloalkylsulfonylamino,C₁-C₆-alkylcarbonylthio, C₁-C₆-alkylsulfonyloxy, C₁-C₆-alkylsulfinyloxy,C₆-C₁₀-arylsulfonyloxy, C₆-C₁₀-arylsulfinyloxy, C₆-C₁₀-arylsulfonyl,C₆-C₁₀-arylsulfinyl, C₆-C₁₀-arylthio, C₁-C₆-cyanoalkyl,C₂-C₆-alkenylcarbonyloxy, C₁-C₆-alkoxy-C₁-C₆-alkylthio,C₁-C₆-alkylthio-C₁-C₆-alkoxy, C₂-C₆-haloalkenylcarbonyloxy,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₂-C₆-alkynyl,C₂-C₆-alkynylthio, C₃-C₈-halocycloalkylcarbonyloxy, C₂-C₆-alkenylamino,C₂-C₆-alkynylamino, C₁-C₆-haloalkylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino, C₁-C₆-alkoxyamino,C₁-C₆-haloalkoxyamino, C₁-C₆-alkoxycarbonylamino,C₁-C₆-alkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-haloalkylcarbonyl-C₁-C₆-alkylamino,C₁-C₆-alkoxycarbonyl-C₁-C₆-alkylamino, C₂-C₆-alkenylthio,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyl, C₁-C₆-haloalkoxycarbonylamino,di(C₁-C₆-haloalkyl)amino-C₁-C₆-alkyl,C₃-C₈-halocycloalkenyloxy-C₁-C₆-alkyl,C₁-C₆-alkoxy(C₁-C₆-alkyl)aminocarbonyl,C₁-C₆-haloalkylsulfonylaminocarbonyl, C₁-C₆-alkylsulfonylaminocarbonyl,C₁-C₆-alkoxycarbonylalkoxy, C₁-C₆-alkylaminothiocarbonylamino,C₃-C₈-cycloalkyl-C₁-C₆-alkylamino-C₁-C₆-alkyl, C₁-C₆-alkylthiocarbonyl,C₃-C₈-cycloalkenyloxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxycarbonyl,di-C₁-C₆-alkylaminothiocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkoxy,C₁-C₆-alkoxy-C₁-C₆-haloalkoxy, C₃-C₈-halocycloalkoxy-C₁-C₆-alkyl,di-C₁-C₆-alkylaminocarbonylamino, C₁-C₆-alkoxy-C₂-C₆-alkenyl,C₁-C₆-alkylthiocarbonyloxy, C₁-C₆-haloalkoxy-C₁-C₆-alkoxy,C₁-C₆-haloalkylsulfonyloxy, C₁-C₆-alkoxy-C₁-C₆-haloalkyl,di(C₁-C₆-haloalkyl)amino, di-C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkylaminocarbonylamino, C₁-C₆-haloalkoxy-C₁-C₆-haloalkyl,C₁-C₆-alkylaminocarbonyl-C₁-C₆-alkylamino,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyloxy, tri-C₁-C₆-alkylsilyloxy,tri-C₁-C₆-alkylsilyl-C₂-C₆-alkynyl, cyano(C₁-C₆-alkoxy)-C₁-C₆-alkyl,di-C₁-C₆-alkylthio-C₁-C₆-alkyl, C₁-C₆-alkoxysulfonyl,C₃-C₈-halocycloalkoxycarbonyl, C₁-C₆-alkyl-C₃-C₈-cycloalkylcarbonyl,C₃-C₈-halocycloalkylcarbonyl, C₂-C₆-alkenyloxycarbonyl,C₂-C₆-alkynyloxycarbonyl, C₁-C₆-cyanoalkoxycarbonyl,C₁-C₆-alkylthio-C₁-C₆-alkoxycarbonyl, C₂-C₆-alkynylcarbonyloxy,C₂-C₆-haloalkynylcarbonyloxy, cyanocarbonyloxy,C₁-C₆-cyanoalkylcarbonyloxy, C₃-C₆-cycloalkylsulphonyloxy,C₃-C₈-cycloalkyl-C₁-C₆-alkylsulphonyloxy,C₃-C₈-halocycloalkylsulphonyloxy, C₂-C₆-alkenylsulphonyloxy,C₂-C₆-alkynylsulphonyloxy, C₁-C₆-cyanoalkylsulphonyloxy,C₂-C₆-haloalkenylsulphonyloxy, C₂-C₆-haloalkynylsulphonyloxy,C₂-C₆-alkynylcycloalkyloxy, C₂-C₆-cyanoalkenyloxy,C₂-C₆-cyanoalkynyloxy, C₁-C₆-alkoxycarbonyloxy,C₂-C₆-alkenyloxycarbonyloxy, C₂-C₆-alkynyloxycarbonyloxy,C₁-C₆-alkoxy-C₁-C₆-alkylcarbonyloxy, sulfilimines, sulfoximines, SF₅ andZ²Q²; R⁹ and R¹⁰; and or R⁹ and R^(A) together with the atoms to whichthey are attached may form a 3- to 10-membered carbocyclic ring or ringsystem, or heterocyclic ring or ring system which may be optionallysubstituted with R¹⁷; wherein, R¹² is selected from the group consistingof C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹³ and R¹⁴ are independently selected from thegroup consisting of hydrogen, hydroxyl, cyano, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₃-C₈-cycloalkyl andC₃-C₈-halocycloalkyl, R¹⁵ is selected from the group consisting ofhydrogen, hydroxy, halogen, NR^(b)R^(c), C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl,and R¹⁶ is selected from the group consisting of hydrogen, halogen,cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,C₃-C₈-cycloalkyl and C₃-C₈-cycloalkyl.